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Startups For the Rest of Us

Startups For the Rest of Us

335 episodes — Page 3 of 7

Episode 732 | Lessons Learned Bootstrapping to a $615M Exit

In episode 732, Rob Walling interviews Jeff, a mostly anonymous and retired founder, about his mostly bootstrapped business and subsequent exits. Jeff shares how he started the company in 2003 and how he persevered in the early, lonely years to achieve traction in the business. They also discuss finding fulfillment after a huge, life-changing exit. Topics we cover: 2:17 – Jeff, the retired SaaS founder you haven’t heard of 3:32 – Refreshing the bank balance after multiple exits 5:26 – ARR multiples across several exits 8:11 – “Accidentally” SaaS, growing the business in the early days 11:35 – Getting through the toughest moments in the journey 16:31 – Why did the business work? 20:14 – “Short term generous, long term greedy” 24:32 – Staying busy after an exit 32:09 – Giving back to founders Links from the Show: Purchase The SaaS Launchpad before September 30th to get access to a live Q&A with Rob TinySeed Retired Founder (@RetiredFounder) | X Contact Retired Founder Beyond The Finish Line If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Sep 24, 202436 min

Episode 731 | How to Delegate as a Perfectionist, SaaS Partnerships, Planning Your Next Quarter, and More Listener Questions (with Derrick Reimer)

In episode 731, join Rob Walling and Derrick Reimer as they tackle some more advanced listener questions. They discuss delegation and giving up areas of control as a founder, including examples from their time together at Drip. Derrick describes how he approaches partnering with other SaaS businesses and why planning a full quarter ahead doesn’t work for many bootstrapped founders. Episode Sponsor: Hiring senior developers can really move the needle in your business, but if you bring on the wrong person, you can quickly burn through your runway. If you need help finding a vetted, senior, results-oriented developer, you should reach out to today’s sponsor, Lemon.io. For years, they’ve been helping our audience find high quality, global talent at competitive rates, and they can help you too. Longtime listener Chaz Yoon, hired a senior developer from Lemon.io and said his hire ”definitely knew his stuff, provided appropriate feedback and pushback, and had great communication, including very fluent English. He really exceeded my expectations.” Chaz said he’d definitely use Lemon.io again when he’s looking for a senior level engineer. To learn more and get a 15% discount on your first four weeks of working with a developer at lemon.io/startups. Topics we cover: 1:17 – Delegating as a perfectionist 7:19 – Learning to hire those that are better than you in some domains 14:50 – Risk vs. certainty 19:01 – Finding specialized marketing roles vs. a generalist 24:04 – Managing partnerships with other SaaS products 31:17 – Reaching out about partnerships 32:46 – Quarterly planning for your SaaS 34:20 – Planning in smaller time blocks 40:58 – Quizzing developers’ on their knowledge Links from the Show: Purchase The SaaS Launchpad TinySeed The SaaS Playbook MicroConf YouTube Channel Derrick Reimer (@derrickreimer) | X SavvyCal Finding Fulfillment by Jason Cohen Shape Up If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Sep 17, 202449 min

Episode 730 | The SaaS Launchpad: The Ultimate Course for Launching Your Product

In episode 730, Craig Hewitt turns the table and interviews Rob Walling about releasing The SaaS Launchpad course. Craig, founder of Castos, asks Rob about the course's purpose and structure, which founders that it’s designed for, and why he made a course as opposed to a new book, or a YouTube series. They also discuss the pricing strategy, hosting platforms, accountability, community, and more. If you’re trying to take your SaaS from zero to one, purchase The SaaS Launchpad before September 30th to get access to a live Q&A with Rob. Topics we cover: 2:00 – Why a course? 4:35 – Who is it for? 9:37 – Breaking down the pricing behind the course 14:32 – Choosing a platform to host the course 17:47 – Enabling action from those who enroll 27:33 – Course topics that help founders get early traction 30:26 – The biggest problems early-stage founders face Links from the Show: The SaaS Launchpad Craig Hewitt (@TheCraigHewitt) | X Castos The Rouge Startups podcast Craig’s YouTube Channel Episode 606 | The Podcasting Landscape, Keeping Your Saw Sharpened, and Scaling Your Team with Craig Hewitt The SaaS Playbook MicroConf Connect MicroConf Mastermind Matching The MicroConf YouTube channel TinySeed Episode 726 | Selling 29,000 Copies, Information vs. Motivation, and Making Your First Level Last (A Rob Solo Adventure) Circle.so Ruben Gamez (@earthlingworks) | X Lianna Patch (@punchlinecopy) | X Derrick Reimer (@derrickreimer) | X Ross Hudgens (@RossHudgens) | X Episode 628 | The 5 PM Pre-Validation Framework If you have questions about starting or scaling a software busines...

Sep 10, 202437 min

Episode 729 | 9 Things I've Learned Investing in 170+ SaaS Companies

In episode 729, join Rob Walling as he shares insights from the 170+ SaaS investments he’s made through his B2B SaaS accelerator, TinySeed. Key patterns include the survivability of SaaS, the lucrative value of these companies, and commonalities across the ones that grow the fastest. To see even more patterns that didn’t make this episode, be sure to check out the MicroConf YouTube channel. Episode Sponsor: Hiring senior developers can really move the needle in your business, but if you bring on the wrong person, you can quickly burn through your runway. If you need help finding a vetted, senior, results-oriented developer, you should reach out to today’s sponsor, Lemon.io. For years, they’ve been helping our audience find high quality, global talent at competitive rates, and they can help you too. Longtime listener Chaz Yoon, hired a senior developer from Lemon.io and said his hire ”definitely knew his stuff, provided appropriate feedback and pushback, and had great communication, including very fluent English. He really exceeded my expectations.” Chaz said he’d definitely use Lemon.io again when he’s looking for a senior level engineer. To learn more and get a 15% discount on your first four weeks of working with a developer at lemon.io/startups. Topics we cover: 2:24 – Survivability of B2B SaaS in TinySeed 4:09 – SaaS is extremely valuable 8:26 – Vertical and orthogonal SaaS face fewer headwinds 12:36 – A supermajority of TinySeed companies want a big exit 15:51 – TinySeed founder count aligns with the broader MicroConf ecosystem 17:04 – Ruined cap tables have prevented deals 19:35 – A quarter of TinySeed companies raise subsequent fundraising 21:17 – Common advisory topics: pricing, plateaus, cofounders, funding, selling Links from the Show: Apply for TinySeed Invest in TinySeed MicroConf YouTube: 6 Lessons From My Most Successful Investments (B2B SaaS) Episode 727 | Gymdesk Sells for More than $32.5 million, Hiring Gets Easier, and More Hot Take Tuesday Topics Episode 728 | Bootstrapping Gymdesk to a More Than $32.5M Exit State of Independent SaaS Report If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes |

Sep 3, 202425 min

Episode 728 | Bootstrapping Gymdesk to a More Than $32.5M Exit

In episode 728, Rob Walling interviews Eran Galperin, founder of Gymdesk, about his incredible exit. Eran shares his journey of transforming Gymdesk from "Martial Arts on Rails" into a successful gym management software company. He discusses how they succeeded in a competitive market, the role of TinySeed in their growth, and how feelings of burnout eventually led to a majority buyout for the company. Topics we cover: 2:02 – Gymdesk Announces a $32.5 Million Strategic Growth Investment 5:13 – How the investment will be used 6:38 – Eran’s projects before Gymdesk 9:21 – Sticking with one idea long enough to see success 12:45 – Entering a competitive market 16:37 – Rapid growth as a marketing leader 20:54 – Dealing with burnout and entertaining an acquisition 26:45 – Handling a stressful sales process 32:19 – The future of Gymdesk Links from the Show: Apply for TinySeed Gymdesk Announces a $32.5 Million Strategic Growth Investment from Five Elms Capital Episode 727 | Gymdesk Sells for More than $32.5 million, Hiring Gets Easier, and More Hot Take Tuesday Topics Gymdesk.com Eran Galperin (@erangalperin) | X Eran Galperin | LinkedIn Eran’s Website Financial Independence, Retire Early (FIRE) Explained: How It Works Discretion Capital If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Aug 27, 202436 min

Episode 727 | Gymdesk Sells for More than $32.5 million, Hiring Gets Easier, and More Hot Take Tuesday Topics

In episode 727, Rob Walling is joined by Tracy Osborn and Einar Vollset to give their hot takes on some recent news. First they celebrate Gymdesk’s recent funding and evaluate what that means for TinySeed companies. Then, they weigh in on bootstrapper hiring, grappling with new challenges as MRR grows, and how to really move the needle in your business. Episode Sponsor: Hiring senior developers can really move the needle in your business, but if you bring on the wrong person, you can quickly burn through your runway. If you need help finding a vetted, senior, results-oriented developer, you should reach out to today’s sponsor, Lemon.io. For years, they’ve been helping our audience find high quality, global talent at competitive rates, and they can help you too. Longtime listener Chaz Yoon, hired a senior developer from Lemon.io and said his hire ”definitely knew his stuff, provided appropriate feedback and pushback, and had great communication, including very fluent English. He really exceeded my expectations.” Chaz said he’d definitely use Lemon.io again when he’s looking for a senior level engineer. To learn more and get a 15% discount on your first four weeks of working with a developer at lemon.io/startups. Topics we cover: 2:19 – Gymdesk Announces a $32.5 Million Strategic Growth Investment 9:06 – Is it getting easier for bootstrappers to hire? 12:22 – Facing different challenges as MRR grows 19:37 – Identifying what really moves the needle 23:56 – Listen to those who have built businesses before you Links from the Show: Subscribe to the Startups For the Rest of Us Email List TinySeed The SaaS Playbook Discretion Capital Tracy Osborn (@tracymakes) | X Einar Vollset (@einarvollset) | X TinySeed (@tinyseedfund) | X Gymdesk Announces a $32.5 Million Strategic Growth Investment from Five Elms Capital Eran Galperin (@erangalperin) | X Episode 697 | 7 Predictions for SaaS Bootstrappers in 2024 State of Independent SaaS Report The Elephant in the room: The myth of exponential hypergrowth

Aug 20, 202429 min

Episode 726 | Selling 29,000 Copies, Information vs. Motivation, and Making Your First Level Last (A Rob Solo Adventure)

In episode 726, join Rob Walling for a solo adventure where he covers several topics. In this episode he reveals the sales details around “The SaaS Playbook” by sharing the volume and sales channel data. He explores the importance of motivation over mere access to information, particularly for developers, with the introduction of AI. Rob also previews several exciting projects to be released in the near future. Topics we cover: 2:49 – The SaaS Playbook sales channel breakdown 8:20 – Learnings from the book launch 9:51 – Upcoming books and courses 12:07 – ”Teach them how to run fast, better” 16:04 – Access to information vs. motivation 19:40 – Creating your onboarding last Links from the Show: Discretion Capital Einar Vollset (@einarvollset) | X Episode 707 | Once.com, Open Source to FT Income, and More (Hot Take Tuesday) TinySeed The SaaS Playbook The SaaS Launchpad video course Sherry Walling (@sherrywalling) | X Netflix’s Sprint John Romero (@romero) | X Masters of Doom by David Kushner Doom Guy by John Romero If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Aug 13, 202423 min

Episode 725 | SEO in the Age of AI, Freemium, When Brand Becomes Important, and More Advanced Listener Questions (with Ruben Gamez)

In episode 725, join Rob Walling and Ruben Gamez as they answer several more advanced listener questions. They discuss the challenges of pursuing freemium as a bootstrapper and make a suggestion that might surprise you. Rob and Ruben also talk about why building your business as a SaaS founder is usually the best way to build your brand indirectly. Episode Sponsor: Hiring senior developers can really move the needle in your business, but if you bring on the wrong person, you can quickly burn through your runway. If you need help finding a vetted, senior, results-oriented developer, you should reach out to today’s sponsor, Lemon.io. For years, they’ve been helping our audience find high quality, global talent at competitive rates, and they can help you too. Longtime listener Chaz Yoon, hired a senior developer from Lemon.io and said his hire ”definitely knew his stuff, provided appropriate feedback and pushback, and had great communication, including very fluent English. He really exceeded my expectations.” Chaz said he’d definitely use Lemon.io again when he’s looking for a senior level engineer. To learn more and get a 15% discount on your first four weeks of working with a developer at lemon.io/startups. Topics we cover: 2:31 – Considering a freemium plan as a bootstrapper 9:52 – Freemium, but without the intent to convert free users 12:24 – Raising prices as an alternative to starting a freemium plan 18:32 – When to start caring about your “brand” 25:10 – Investing directly in branding 31:00 – Revisiting your marketing funnels 34:08 – AI’s impact on SEO 38:20 – Google’s search results are already changing Links from the Show: Get notified about The SaaS LaunchPad Ask a Question on SFTROU Email a Question on SFTROU MicroConf TinySeed The SaaS Playbook Ruben Gamez (@earthlingworks) | X SignWell Episode 724 | Managing Managers, Breaking Through Plateaus, Thoughts on EOS, and More Later-Stage Listener Questions Episode 717 | Bootstrapping to $1.3M ARR and 300,000 Free Users Val Sopi (@valsopi) | X BlogMaker

Aug 6, 202446 min

Episode 724 | Managing Managers, Breaking Through Plateaus, Thoughts on EOS, and More Later-Stage Listener Questions

In episode 724, join Rob Walling as he takes on some later-stage listener questions in another solo adventure. He provides several tips for managing managers, how to break through MRR plateaus, and how to think about SaaS versus agency work. Rob also offers his take on how he would talk about his product at conferences, without overselling it. Topics we cover: 3:48 – Three tips for managing other managers 8:42 – Schedule “skip level” meetings 9:50 – Attending a conference without overselling 15:00 – Breaking out of the $20k-$30k MRR plateau 19:57 – How to keep your self-serve SaaS from becoming an agency 23:58 – Scaling management through company growth Links from the Show: Get tickets for MicroConf Europe in Dubrovnik, Croatia (before August 15th) TinySeed Christopher Gimmer (@cgimmer) | X Episode 480 | Stairstepping Your Way to SaaS with Christopher Gimmer Seeking Scale If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Jul 30, 202430 min

Episode 723 | How to Be a Supercommunicator (and Why it Matters as a Bootstrapper) with Charles Duhigg

In episode 723, Rob Walling interviews Charles Duhigg, a Pulitzer Prize-winning journalist and bestselling author, about the significance of effective communication for founders. They discuss practical advice on recognizing different types of conversations, techniques for understanding and transitioning conversations, and how to quickly move past small talk in a conference setting. Episode Sponsor: Hiring senior developers can really move the needle in your business, but if you bring on the wrong person, you can quickly burn through your runway. If you need help finding a vetted, senior, results-oriented developer, you should reach out to today’s sponsor, Lemon.io. For years, they’ve been helping our audience find high quality, global talent at competitive rates, and they can help you too. Longtime listener Chaz Yoon, hired a senior developer from Lemon.io and said his hire ”definitely knew his stuff, provided appropriate feedback and pushback, and had great communication, including very fluent English. He really exceeded my expectations.” Chaz said he’d definitely use Lemon.io again when he’s looking for a senior level engineer. To learn more and get a 15% discount on your first four weeks of working with a developer at lemon.io/startups. Topics we cover: 2:42 – What’s a “super communicator?” 4:35 – Getting better at being a great communicator 8:10 – Identifying the types of conversations you are having 11:31 – Transitioning between different types of conversations 16:51 – Advice for introverts engaging in deep conversations with new people 22:01 – How to quickly improve small talk 27:22 – Non-verbal communication has slightly different rules Links from the Show: MicroConf Connect Charles Duhigg (@cduhigg) | X Charles Duhigg’s website Supercommunicators by Charles Duhigg The Power of Habit by Charles Duhigg Smarter, Faster, Better by Charles Duhigg Crucial Conversations by Joseph Grenny et. al If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Jul 23, 202431 min

Episode 722 | Bootstrapping a Vertical SaaS to 7-Figures in 18 Months

In episode 722, Rob Walling interviews James Mooring, co-founder of Astalty, a SaaS serving Australia's NDIS market. James reveals how they bootstrapped from zero to seven figures in just 18 months and then they explore the strategic decisions, clever pricing, and deep industry knowledge that propelled Astalty's remarkable growth, proving their success was far more than just a lucky break. Episode Sponsor: If you need help hiring great talent from Latin America and the Philippines, but don’t want to pay ongoing recruitment fees, check out Outwork Staffing. Outwork Staffing can help you hire customer support, virtual assistants, developers - or whoever you need! You pay a one-time hiring fee after they find your ideal candidate, and that’s it- there’s no additional costs, even if your new hire stays for years. If your new hire doesn’t work out, Outwork Staffing will find you a replacement, free of charge within the first 6 months of their employment. They also provide coaching to help you find, manage, and grow your global team efficiently. Visit outworkstaffing.com/startups to book a call and get $500 off your first placement by mentioning Startups For the Rest of Us. Topics we cover: 2:44 – NDIS software for providers of disability care 4:23 – Astalty’s rapid growth 6:34 – Finding success with a strong co-founder pairing 8:39 – Deciding to tailor the Astalty MVP 12:25 – Building a free Chrome extension, smart or lucky? 17:18 – Launching a paid plan and nailing the pricing 21:57 – Explosive word of mouth growth 25:19 – Selling at in-person events and in Facebook groups 31:02 – A clever way of raising prices 35:00 – Learning from fast iteration Links from the Show: The SaaS Playbook TinySeed James Mooring | LinkedIn Astalty How Ben Chestnut Bootstrapped Mailchimp to a $12 Billion Exit Question & Answer with Jason Fried, Co-Founder, Basecamp – MicroConf Growth 2019 If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Jul 16, 202439 min

Episode 721 | 7 Key Takeaways from the 2024 State of Independent SaaS Report

In episode 721, Rob Walling and Asia Orangio analyze the results of MicroConf’s 2024 State of Independent SaaS Report. They share their key takeaways including the impact of business models on growth, requiring credit cards for free trials, and how the number of founders affects performance. Additionally, they delve into growth by target markets and the data behind bootstrapped SaaS companies taking funding. To get your copy of the full report, head to stateofindiesaas.com. Topics we cover: 2:03 – The State of Independent SaaS Report 7:36 – Requiring a credit card upfront 10:27 – Three founders perform best 14:31 – Free trials and credit cards 19:11 – Average growth by target market 22:46 – Plans for outside funding 25:10 – Credit cards, trials, and churn 32:10 – Advertising channels that are working Links from the Show: Download the State of Independent SaaS Report Subscribe to the MicroConf YouTube channel TinySeed Rob Walling (@RobWalling) | X Asia Orangio (@AsiaOrangio) | X DemandMaven If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Jul 9, 202435 min

Episode 720 | How to Prioritize Your Focus (In Both Your Startup and Personal Life)

In episode 720, Rob Walling is joined by Craig Hewitt to discuss the intricacies of prioritization in both business and in life. In addition to running Castos, Craig has started coaching founders in sales and marketing, and describes how he strives to focus on the right things. They talk about buying back their time, creating family-focused time, and share their solo podcasting experience after previously having co-hosts. Episode Sponsor: If you need help hiring great talent from Latin America and the Philippines, but don’t want to pay ongoing recruitment fees, check out Outwork Staffing. Outwork Staffing can help you hire customer support, virtual assistants, developers - or whoever you need! You pay a one-time hiring fee after they find your ideal candidate, and that’s it- there’s no additional costs, even if your new hire stays for years. If your new hire doesn’t work out, Outwork Staffing will find you a replacement, free of charge within the first 6 months of their employment. They also provide coaching to help you find, manage, and grow your global team efficiently. Visit outworkstaffing.com/startups to book a call and get $500 off your first placement by mentioning Startups For the Rest of Us. Topics we cover: 3:34 – Prioritizing marketing growth and work-life balance outside of work 7:07 – Buying back your time and optimizing for convenience 10:08 – Identifying the right things to work on with coaches and masterminds 19:42 – Making fewer, bigger decisions as a founder 22:01 – Making intentional family-focused time 30:03 – How Craig started his coaching 36:11 – Podcasting with co-hosts vs. podcasting solo Links from the Show: MicroConf Connect TinySeed Craig Hewitt (@TheCraigHewitt) | X Castos Rogue Startups Craig’s Founder Insights Newsletter 718 | When to Give Up, Open Source Competition, Painful Features, and More (with Derrick Reimer) Episode 644 | Buying Back Your Time with Dan Martell Buy Back Your Time by Dan Martell Zirtual Buying The Future by Craig Hewitt The MicroConf YouTube Channel W...

Jul 2, 202446 min

Episode 719 | How to Test Pricing, Lifetime Deals, and Building Something for Everyone (A Rob Solo Adventure)

In episode 719, join Rob Walling as he embarks on another solo adventure, tackling listener questions. He discusses how to test pricing, addresses the pitfalls of one-time payments vs. SaaS, and he reflects on “building something for everyone.” He wraps up with advice on making better recommendations. Episode Sponsor: We have been partnering with Lemon.io for several years, and they’ve proven to be a great choice when it comes to hiring for a highly skilled developer to work on your project. Here are five reasons why you should consider working with Lemon.io. The time from your request to getting a candidate is just 48 hours. Developers have previously worked with tech giants such as Apple, Google, Netflix, Airbnb, Intel, and LEGO. They only provide senior devs, with an average of 7 years' experience. Their talent pool covers more than 300 dev languages & frameworks. Your hire comes with a zero-risk, replacement guarantee. Customers of Lemon.io typically stick around for at least a year, proving they know how to gain your trust by delivering consistent results. Quit wasting time searching for a solid developer at a great price. Get in touch with Lemon.io. As a bonus for our podcast listeners, you’ll get a 15% discount on your first four weeks of working with a developer at lemon.io/startups. That’s lemon.io/startups Topics we cover: 0:58 – Testing different prices for your product 8:12 – One-time or lifetime payments 15:02 – Horizontal products, building something for everyone 21:43 – Making descriptive recommendations Links from the Show: 718 | When to Give Up, Open Source Competition, Painful Features, and More (with Derrick Reimer) TinySeed Building & Scaling Products: Lessons Learned from Four Years and 8,000 Customers – Des Traynor Shoe Dog by Phil Knight Sid Meier's Memoir! by Sid Meier Masters of Doom by David Kushner Doom Guy by John Romero The Ultimate Sales Machine by Chet Holmes If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes |

Jun 25, 202426 min

Episode 718 | When to Give Up, Open Source Competition, Painful Features, and More (with Derrick Reimer)

In episode 718, Rob Walling and Derrick Reimer tackle listener questions about giving up on ideas, competing in crowded markets, and developing painful features. They also chat about SavvyCal’s recent design refresh, finding founder-market fit, and whether Derrick has retired from podcasting. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America. Your elite squad will include between 2 to 6 Full Stack Developers, a technical product manager, plus experts in product strategy, UI/UX design, DevOps, and QA - all working together to make your SaaS Product a success. You can ramp up an entire product team fast, in your timezone, and at rates 75% cheaper than a comparable US-based team. And with DevSquad, you pay month to month with no long-term contracts. Get the committed, responsive development team that your business deserves. Visit DevSquad.com/startups and get 10% off the first three months of your engagement. Topics we cover: 3:59 – Which feature felt harder and took longer than imagined? 9:14 – When is time to give up on a SaaS idea and move on? 17:51 – Finding customers in crowded markets with large incumbents 23:32 – Has Derrick officially retired from podcasting? 25:57 – Handling competitors that are copying differentiating product features 28:48 – Evaluating SavvyCal’s refreshed design 31:10 – Considering vertical vs. horizontal SaaS for SavvyCal 34:05 – Why did Derrick decide to pursue the idea for SavvyCal? 40:19 – Finding “founder-fit” Links from the Show: The SaaS Playbook by Rob Walling TinySeed Derrick Remier (​​@derrickreimer) | X SavvyCal Group scheduling mode The Build In Public Podcast The Art of Product Podcast 8 B2B Marketing Strategies That Got My Startup to $10 Million (and 1 that FAILED) Finding My Next Bootstrapped Business Idea If you have questions about starting or scaling a software business that you’d like for us to cover, please

Jun 18, 202443 min

Episode 717 | Bootstrapping to $1.3M ARR and 300,000 Free Users

In episode 717, Rob Walling interviews Marie Martin, co-founder of Tally. They discuss the company’s journey to $1.3M ARR and the unusual pricing strategy that got them there. Marie details how they keep their support volume low, how they differentiate Tally from other form builders, and how they grew to over 300,000 free users. Episode Sponsor: We have been partnering with Lemon.io for several years, and they’ve proven to be a great choice when it comes to hiring for a highly skilled developer to work on your project. Here are five reasons why you should consider working with Lemon.io. The time from your request to getting a candidate is just 48 hours. Developers have previously worked with tech giants such as Apple, Google, Netflix, Airbnb, Intel, and LEGO. They only provide senior devs, with an average of 7 years' experience. Their talent pool covers more than 300 dev languages & frameworks. Your hire comes with a zero-risk, replacement guarantee. Customers of Lemon.io typically stick around for at least a year, proving they know how to gain your trust by delivering consistent results. Quit wasting time searching for a solid developer at a great price. Get in touch with Lemon.io. As a bonus for our podcast listeners, you’ll get a 15% discount on your first four weeks of working with a developer at lemon.io/startups. That’s lemon.io/startups Topics we cover: 2:22 – Where Tally is today 3:53 – Keeping customer support volume low 7:12 – Differentiating Tally from other form builders 10:55 – The ingredients needed to make “free” work 18:31 – ”Shrinking a Market” 24:27 – Growing to 300,000+ free users 26:47 – Dealing with bad actors 29:37 – Applying the learnings from Tally’s success Links from the Show: Tickets for MicroConf Europe | Oct 6 - 8, 2024, Dubrovnik, Croatia Apply for MicroConf Masterminds before June 12th 2024 Marie Martens (@MarieMartens) | X Tally No-Code France TinySeed If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Google<...

Jun 11, 202434 min

Episode 716 | Positioning Against Incumbents, Changing Your H1, How Tech Stack Affects Valuation, and More Listener Questions

In episode 716, join Rob Walling for another solo adventure where he answers listener questions. He shares how he would position against incumbents, when to change an H1, and how choosing a tech stack affects your business valuation. Rob also weighs whether to skip a “Step 1” or “Step 2” business and start directly with a standalone SaaS in the Stair Step Method of Bootstrapping. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America. Your elite squad will include between 2 to 6 Full Stack Developers, a technical product manager, plus experts in product strategy, UI/UX design, DevOps, and QA - all working together to make your SaaS Product a success. You can ramp up an entire product team fast, in your timezone, and at rates 75% cheaper than a comparable US-based team. And with DevSquad, you pay month to month with no long-term contracts. Get the committed, responsive development team that your business deserves. Visit DevSquad.com/startups and get 10% off the first three months of your engagement. Topics we cover: 4:07 – How directly should I position my product against incumbents? 8:25 – Making and testing changes to your H1 12:22 – Identifying and qualifying niches based on traffic 18:07 – Should I skip a “Step 1” or “Step 2” business to start a SaaS? 20:16 – How a tech stack affects valuations 27:29 – Differentiating between B2B and B2C Links from the Show: Apply for MicroConf Masterminds before June 12th 2024 Ask a Question on SFTROU Episode 673 | Lifetime Plans vs Subscriptions, Testing an Idea With a Landing Page, and More Listener Questions Start Small Stay Small by Rob Walling The SaaS Playbook by Rob Walling The Stair Step Method of Bootstrapping Similarweb Vertical SaaS vs Horizontal SaaS - Which is More Profitable? If you have questions about starting or scaling a software business that you’d like for us to cover, please

Jun 4, 202431 min

Episode 715 | Best Uses of the Internet, a Book about Selling Your Company, and a Circus Show

In episode 715, Rob Walling is joined by Dr. Sherry Walling to discuss a variety of topics. They chat about two recent and meaningful interactions made possible by the Internet, the motivations behind organizing and performing a circus show, and they chat about upcoming launches on the horizon – new books and courses for SaaS founders. Episode Sponsor: We have been partnering with Lemon.io for several years, and they’ve proven to be a great choice when it comes to hiring for a highly skilled developer to work on your project. Here are five reasons why you should consider working with Lemon.io. The time from your request to getting a candidate is just 48 hours. Developers have previously worked with tech giants such as Apple, Google, Netflix, Airbnb, Intel, and LEGO. They only provide senior devs, with an average of 7 years' experience. Their talent pool covers more than 300 dev languages & frameworks. Your hire comes with a zero-risk, replacement guarantee. Customers of Lemon.io typically stick around for at least a year, proving they know how to gain your trust by delivering consistent results. Quit wasting time searching for a solid developer at a great price. Get in touch with Lemon.io. As a bonus for our podcast listeners, you’ll get a 15% discount on your first four weeks of working with a developer at lemon.io/startups. That’s lemon.io/startups Topics we cover: 4:00 – Examples of thoughtful, nuanced Internet interactions 8:12 – Impacting people you otherwise couldn’t online 15:12 – Dr. Sherry Walling’s circus show motivation 21:53 – The psychology of business exits 25:27 – Commonalities across founders considering exits 31:11 – Speaking to the whole lifecycle of a SaaS business Links from the Show: Apply for MicroConf Masterminds before June 12th 2024 Sherry Walling (@sherrywalling) | X Sherry Walling (@dr.sherrywalling) | Instagram TinySeed Discretion Capital Before The Exit by Dan Andrews Episode 532 | The Art of Selling Your Business with John Warrillow The Entrepreneur’s Guide to Keeping Your Sh*t Together by Sherry Walling, PhD and Rob Walling Enter your email at Robwalling.com Sign up for the Zen Founder newsletter If you have questions ab...

May 28, 202435 min

Episode 714 | TRM not TAM, Acquiring a Competitor, and Finding a Developer Co-founder (A Rob Solo Adventure)

In episode 714, join Rob Walling for another solo adventure where he answers listener questions. He talks about what to expect when acquiring a competitor and how he might integrate their business. Rob also covers navigating HIPAA compliance as a bootstrapper, how to find a developer co-founder, and he explores the concept of Total Reachable Market (TRM). Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America. Your elite squad will include between 2 to 6 Full Stack Developers, a technical product manager, plus experts in product strategy, UI/UX design, DevOps, and QA - all working together to make your SaaS Product a success. You can ramp up an entire product team fast, in your timezone, and at rates 75% cheaper than a comparable US-based team. And with DevSquad, you pay month to month with no long-term contracts. Get the committed, responsive development team that your business deserves. Visit DevSquad.com/startups and get 10% off the first three months of your engagement. Topics we cover: 3:45 – How to navigate acquiring a competitor 6:34 – How to transition the newly acquired customers into your product 9:58 – HIPAA compliance for a bootstrapped MVP 13:07 – Total Addressable Market (TAM) vs. Total Reachable Market (TRM) 19:01 – How do I find a developer co-founder? 28:03 – Can I find data on SaaS app store spending? Links from the Show: MicroConf Mastermind Program TinySeed MicroConf Connect The SaaS Playbook by Rob Walling Start Small Stay Small by Rob Walling If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Google

May 21, 202431 min

Episode 713 | Our Top 5 Takeaways from MicroConf US 2024 (with Arvid Kahl)

In episode 713, Rob Walling is joined by Arvid Kahl to share their experience from MicroConf US 2024 in Atlanta. They each discuss their top 5 moments, ranging from Dr. Sherry Walling’s talk on motivation to Ben Chestnut’s chat with Rob onstage. They agree that there’s nothing quite like being in the room with everyone and soaking in all the interactions outside of the official talks. If you missed the event and had some MicroConf FOMO, make sure to sign up for our email list to be notified when the tickets for our next event go on sale.! Click here to watch Rob’s Fireside Chat with Ben Chestnut! Episode Sponsor: We have been partnering with Lemon.io for several years, and they’ve proven to be a great choice when it comes to hiring for a highly skilled developer to work on your project. Here are five reasons why you should consider working with Lemon.io. The time from your request to getting a candidate is just 48 hours. Developers have previously worked with tech giants such as Apple, Google, Netflix, Airbnb, Intel, and LEGO. They only provide senior devs, with an average of 7 years' experience. Their talent pool covers more than 300 dev languages & frameworks. Your hire comes with a zero-risk, replacement guarantee. Customers of Lemon.io typically stick around for at least a year, proving they know how to gain your trust by delivering consistent results. Quit wasting time searching for a solid developer at a great price. Get in touch with Lemon.io. As a bonus for our podcast listeners, you’ll get a 15% discount on your first four weeks of working with a developer at lemon.io/startups. That’s lemon.io/startups Topics we cover: 1:05 – Key takeaways from MicroConf 2024 3:45 – Dr. Sherry Walling’s talk on motivation 7:02 – Stephen Steer’s sales scripts talk 9:25 – Live valuation of a business by Quiet Light Brokerage 12:23 – Micro excursions that allow founders to connect with one another 14:09 – The hallway track outside of the venue 15:53 – ”Nothing beats being in a room” 19:22 – Lack of hierarchy among founders 22:38 – Lianna Patch’s copywriting swipe file 23:50 – Ben Chestnut is just like one of us 29:50 – Don’t get stuck with MicroConf FOMO Links from the Show: MicroConf Europe | Dubrovnik - October 6 - 8, 2024 MicroConf US 2025 Waiting List Arvid Kahl (@arvidkahl) | X The Entrepreneur’s Guide to Keeping Your Sh*t Together by Sherry Walling, PhD and Rob Walling Sherry Walling (@sherrywalling) | X

May 14, 202434 min

Episode 712 | Revisiting Burnout + Updates on My Progress in 2024 (A Rob Solo Adventure)

In episode 712, join Rob Walling for another solo adventure. He starts by revisiting past predictions and provides an update on how he successfully staved off full burnout. Rob then gives updates on this podcast, the progress of TinySeed and MicroConf, and teases two new books that he’s working on. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America. Your elite squad will include between 2 to 6 Full Stack Developers, a technical product manager, plus experts in product strategy, UI/UX design, DevOps, and QA - all working together to make your SaaS Product a success. You can ramp up an entire product team fast, in your timezone, and at rates 75% cheaper than a comparable US-based team. And with DevSquad, you pay month to month with no long-term contracts. Get the committed, responsive development team that your business deserves. Visit DevSquad.com/startups and get 10% off the first three months of your engagement. Topics we cover: 1:21 – Revisiting past predictions and reporting back on burnout 2:45 – Revisiting predictions for SaaS bootstrappers in 2024 5:29 – Twitter changes hands in 2024? 6:29 – Reducing travel to quell burnout on the horizon 11:45 – State of Startups For the Rest of Us 14:40 – TinySeed invested in over 170+ companies 17:54 – First annual TinyFest 18:42 – TinySeed Tales Season 5 19:50 – The SaaS Playbook and my next two books Links from the Show: MicroConf Connect TinySeed The SaaS Playbook by Rob Walling Start Small Stay Small by Rob Walling Episode 697 | 7 Predictions for SaaS Bootstrappers in 2024 Vertical SaaS vs Horizontal SaaS - Which is More Profitable? State of Independent SaaS MicroConf Mastermind Program TinyFest Unwrapped: Inside Our First-Ever Founder Conference and Retreat in Cancun

May 7, 202428 min

Episode 711 | Finding Early Customers, Horizontal vs. Vertical, Prosumer SaaS, and More Listener Questions (with Ruben Gamez)

In episode 711, join Rob Walling and Ruben Gamez as they answer listener questions. They chat about finding early customers without an audience, how to approach horizontal vs. vertical product spinoffs, and some considerations for No Code development. They also discuss the challenges of serving prosumer SaaS, the importance of understanding customer segments for pricing strategies, and the dual funnel approach for catering to different customer tiers. Episode Sponsor: We have been partnering with Lemon.io for several years, and they’ve proven to be a great choice when it comes to hiring for a highly skilled developer to work on your project. Here are five reasons why you should consider working with Lemon.io. The time from your request to getting a candidate is just 48 hours. Developers have previously worked with tech giants such as Apple, Google, Netflix, Airbnb, Intel, and LEGO. They only provide senior devs, with an average of 7 years' experience. Their talent pool covers more than 300 dev languages & frameworks. Your hire comes with a zero-risk, replacement guarantee. Customers of Lemon.io typically stick around for at least a year, proving they know how to gain your trust by delivering consistent results. Quit wasting time searching for a solid developer at a great price. Get in touch with Lemon.io. As a bonus for our podcast listeners, you’ll get a 15% discount on your first four weeks of working with a developer at lemon.io/startups. That’s lemon.io/startups Topics we cover: 2:00 – Strategies for finding your first users when you don’t have an audience 10:42 – Positioning yourself to compete well against others 12:25 – Jumping into SEO before having a product 18:42 – Exporting No Code projects 24:15 – Choosing between a vertical or horizontal product spinoff 33:55 – Building a B2P, “business to prosumer” product 42:53 – How to make lower pricing tiers work outside of B2B Links from the Show: MicroConf Connect Ruben Gamez (@@earthlingworks) | X SignWell TinySeed Bubble MicroConf YouTube channel State of Independent SaaS Episode 216 | How a Single Founder Launched a 7-Figure SaaS App (with Nate Grahek) Sticky Castos...

Apr 30, 202451 min

Episode 710 | Is Coding Dead?, The "Right" Tech Stack, Funded Competition, and More Listener Questions

In episode 710, join Rob Walling for another solo adventure where he answers listener questions. He answers whether you need a burning passion to be successful in entrepreneurship, and how that relates to developing a product alongside a day job. Rob also discusses competing against VC-backed companies, learning to code in the age of AI, and how much risk lies in IP theft when building your SaaS. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America. Your elite squad will include between 2 to 6 Full Stack Developers, a technical product manager, plus experts in product strategy, UI/UX design, DevOps, and QA - all working together to make your SaaS Product a success. You can ramp up an entire product team fast, in your timezone, and at rates 75% cheaper than a comparable US-based team. And with DevSquad, you pay month to month with no long-term contracts. Get the committed, responsive development team that your business deserves. Visit DevSquad.com/startups and get 10% off the first three months of your engagement. Topics we cover: 3:00 – Reacting to needing a burning desire for entrepreneurship 5:20 – Maintaining a day job to enable space for entrepreneurial pursuits 8:52 – Balancing build speed vs. scalability with your tech stack 10:30 – The April Fools Episode 12:55 – Competing against VC-backed companies in a “hot” space 18:34 – Is learning to code dead? 27:33 – Risk in SaaS of IP theft Links from the Show: MicroConf Connect Episode 704 | Landing Pages, Buying a SaaS, the Right Tech Stack, and More Listener Questions Episode 706.5 | Rethinking My Most Common Advice The SaaS Playbook by Rob Walling Start Small Stay Small by Rob Walling TinySeed Episode 688 | Growing Boot.dev From $6k to $110k in Monthly Revenue in 15 Months Ask a Question on SFTROU If you have questions about st...

Apr 23, 202434 min

Episode 709 | The 7 Greatest Investments of My Life

In episode 709, join Rob Walling for a solo adventure as he shares his story of growing his personal wealth over the past few decades. Selling companies was the major driver of wealth, but he also explores the role of cryptocurrency, running profitable companies, and angel investing. Rob emphasizes the power of entrepreneurship in achieving financial freedom, while acknowledging there are ways to do so while keeping risk relatively low. Episode Sponsor: We have been partnering with Lemon.io for several years, and they’ve proven to be a great choice when it comes to hiring for a highly skilled developer to work on your project. Here are five reasons why you should consider working with Lemon.io. The time from your request to getting a candidate is just 48 hours. Developers have previously worked with tech giants such as Apple, Google, Netflix, Airbnb, Intel, and LEGO. They only provide senior devs, with an average of 7 years' experience. Their talent pool covers more than 300 dev languages & frameworks. Your hire comes with a zero-risk, replacement guarantee. Customers of Lemon.io typically stick around for at least a year, proving they know how to gain your trust by delivering consistent results. Quit wasting time searching for a solid developer at a great price. Get in touch with Lemon.io. As a bonus for our podcast listeners, you’ll get a 15% discount on your first four weeks of working with a developer at lemon.io/startups. That’s lemon.io/startups Topics we cover: 2:50 – A lesson on how to build wealth 4:31 – Entrepreneurship was our biggest tool 6:37 – Building, acquiring, then selling companies 10:45 – Building slowly while staying risk-averse 13:27 – Investing in riskier assets like cryptocurrency 19:39 – Running profitable companies 20:56 – Angel investing, and WP Engine 23:44 – Traditional, salaried employment 24:53 – Typical investments: stocks, bonds, REITs 27:36 – Real estate investing Links from the Show: MicroConf Connect Christopher Gimmer (@cgimmer) | X Christopher’s tweet Sherry Walling (@sherrywalling) | X The Stair Step Method of Bootstrapping Start Small Stay Small by Rob Walling This Took 11 Years to Be An "Overnight Success" - SaaS Exit Strategy Zen Founder The SaaS Playbook by Rob Walling WP Engine TinySeed Barbell Strategy Explained for Stock and Bond Investors If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscr...

Apr 16, 202432 min

Episode 708 | Outsourcing Marketing, Competitive Markets, and More Listener Questions (with Derrick Reimer)

In episode 708, Rob Walling and Derrick Reimer tackle listener questions about building development skills vs. business skills and strategies for entering competitive markets. They also chat about building on top of AI services, addressing the risks of platform dependency and the importance of managing infrastructure costs. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America. Your elite squad will include between 2 to 6 Full Stack Developers, a technical product manager, plus experts in product strategy, UI/UX design, DevOps, and QA - all working together to make your SaaS Product a success. You can ramp up an entire product team fast, in your timezone, and at rates 75% cheaper than a comparable US-based team. And with DevSquad, you pay month to month with no long-term contracts. Get the committed, responsive development team that your business deserves. Visit DevSquad.com/startups and get 10% off the first three months of your engagement. Topics we cover: 02:38 - Should you build technical skills or business skills? 11:41- Entering a competitive market 21:14 - Building a valuable analytics dashboard tool 29:29 - When should a solo founder hire for marketing roles? 36:29 - The rare skillset of a full-stack marketer 38:18 - Implications of building on openAI and scaling infrastructure costs Links from the Show: Register for MicroConf US in Atlanta, April 2024 Rob Walling | X Derrick Reimer | X Derrick Reimer SavvyCal Start Small Stay Small by Rob Walling The SaaS Playbook by Rob Walling Devin AI If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Apr 9, 202447 min

Episode 707 | Once.com, Open Source to FT Income, and More (Hot Take Tuesday)

In episode 707, Rob Walling, alongside guests Tracy Osborn and Einar Vollset, give their hot takes on some recent news in the world of SaaS. They discuss Once.com’s launch, liquidation preference nuances in startup buyouts, with moving from open source to full time income and more. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers and developers has never been more fierce. Lemon.io helps you cut through the noise and find great talent through its network of engineers in Europe and Latin America. They take care of the vetting, interviewing, and testing of candidates to make sure that you are working with someone who can hit the ground running. When it comes to hiring, the time it takes to write your job description, list the position, review resumes, schedule interviews, and make an offer can take weeks, if not months. With Lemon.io, you can cut down on a lot of that time by tapping into their wide network of developers who can get started in as early as a week. And for subscribers of Startups For the Rest of Us, you can get 15% off your first 4 week contract with a developer by visiting lemon.io/startups Topics we cover: 2:18 - Once.com and the Implications of One-Time Software Sales 10:39 - Liquidation Preferences in Startup Acquisitions 21:59 - Turning an open source project into a business 24:32 - Book recommendations 30:30 - Is building a startup actually hard? 32:46 - Startups vs. lifestyle businesses Links from the Show: Register for MicroConf US in Atlanta, April 2024 Once.com Campfire Venture Deals: Be Smarter Than Your Lawyer and Venture Capitalist by Brad Feld Never Split the Difference by Chris Voss The Anomaly by Herv Le Tellier The Art of Learning by Josh Waitzkin The Beginning of Infinity by David Deutsch TinySeed Einar Vollset (@EinarVollset) | X Tracy Osborn (@itsTracyMakes) | TikTok If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Google

Apr 2, 202437 min

Episode 706.5 | Rethinking My Most Common Advice

In episode 706.5, join Rob Walling as he reconsiders some of his most common advice. He explores why lowering prices might make sense and discusses the benefits of a B2C business model. Rob also walks back his prior advice on bootstrapping two-sided marketplaces and launching multiple products to see what sticks. Topics we cover: 1:04 – What would happen if you lowered prices? 3:56 – Benefits of a B2C approach 7:05 – Two-sided marketplaces allow to reach two audiences 8:47 – Launch a bunch of products to see what sticks 10:52 – This episode was released April 1, 2024 Links from the Show: The SaaS Playbook Rob Walling (@robwalling) | X If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Google

Apr 1, 202413 min

Episode 706.1 | MicroConf US Tickets Will Sell Out Soon!

MicroConf US in Atlanta is here in just a couple weeks, and this is your last call to buy tickets. We've sold more than 90% of the tickets, and we will sell this event out as we have for many years. The event is April 21st through the 23rd in Atlanta, Georgia at the amazing Starling Atlanta. There are going to be 200-ish of your closest bootstrapped and mostly bootstrapped founder friends who are showing up to hear talks from folks like Rand Fishkin of SparkToro, Asia Orangio of DemandMaven. I'm giving a talk as well, and Dr. Sherry Walling will be talking about staying motivated as an entrepreneur. We have a special guest MC, Lianna Patch, and we'll have a very special guest who has never appeared on the MicroConf stage before- Ben Chestnut, the co-founder of MailChimp. Get all the details and secure your ticket before they run out at microconf.com/americas.

Mar 28, 20242 min

Episode 706 | 2/20/200 Validation, Prior Art, and Designing by Committee (A Rob Solo Adventure)

In episode 706, join Rob Walling for a solo adventure where he discusses a variety of topics. He starts with why it’s important to both consider and credit “prior art” in business. Rob outlines his 2/20/200 idea validation framework used to repeatedly evaluate ideas. He also covers why, though there are some advantages, designing by committee has some significant downsides. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America. Your elite squad will include between 2 to 6 Full Stack Developers, a technical product manager, plus experts in product strategy, UI/UX design, DevOps, and QA - all working together to make your SaaS Product a success. You can ramp up an entire product team fast, in your timezone, and at rates 75% cheaper than a comparable US-based team. And with DevSquad, you pay month to month with no long-term contracts. Get the committed, responsive development team that your business deserves. Visit DevSquad.com/startups and get 10% off the first three months of your engagement. Topics we cover: 2:37 – Learning from, and crediting, prior art 10:27 – The 2/20/200 Idea Validation Framework 16:03 – Be wary when designing by committee 21:09 – When to crowdsource feedback Links from the Show: Register for MicroConf US in Atlanta, April 2024 Do Things That Don’t Scale by Paul Graham David Sacks (@DavidSacks) | X Hackers and Painters by Paul Graham Episode 705 | From Bootstrapped to Mostly Bootstrapped Episode 628 | The 5 P.M. Idea Validation Framework Use This PROVEN Formula to Validate Your Next Startup Idea Validate Your SaaS Idea FAST (Step-by-Step SaaS Validation Process)✅ Start Small Stay Small by Rob Walling Metallica: Some Kind of Monster If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Google

Mar 26, 202425 min

Episode 705 | From Bootstrapped to Mostly Bootstrapped to Venture Backed

In episode 705, Rob Walling interviews Braden Dennis, co-founder and CEO of FinChat. They discuss Braden’s journey going from fully bootstrapped, all the way to taking venture capital as FinChat scaled. Braden shares his experience in initially launching to an audience, how they successfully launched a second product, and how FinChat operates well with multiple co-founders. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers and developers has never been more fierce. Lemon.io helps you cut through the noise and find great talent through its network of engineers in Europe and Latin America. They take care of the vetting, interviewing, and testing of candidates to make sure that you are working with someone who can hit the ground running. When it comes to hiring, the time it takes to write your job description, list the position, review resumes, schedule interviews, and make an offer can take weeks, if not months. With Lemon.io, you can cut down on a lot of that time by tapping into their wide network of developers who can get started in as early as a week. And for subscribers of Startups For the Rest of Us, you can get 15% off your first 4 week contract with a developer by visiting lemon.io/startups Topics we cover: 2:55 – What does FinChat look like today? 4:00 – Starting with an audience and building a SaaS 6:40 – Formulating the product and moving upmarket 8:35 – Launching a second product 12:25 – The common pitfall of launching a second product 16:25 – How FinChat found explosive growth 19:27 – Deciding to take venture funding 26:13 – Making hard decisions with incomplete information 30:31 – Working with multiple co-founders Links from the Show: Register for MicroConf US in Atlanta, April 2024 Apply for Director of Marketing and Operations for MicroConf MicroConf YouTube Channel TinySeed Braden Dennis (@BradoCapital) | X FinChat (@finchat_io) | X FinChat Episode 681 | Why Launching a Second Product is Usually a Bad Idea If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review:

Mar 19, 202436 min

Episode 704 | Landing Pages, Buying a SaaS, the Right Tech Stack, and More Listener Questions

In episode 704, join Rob Walling for another solo adventure where he answers listener questions. He weighs in on buying a SaaS, how to validate ideas using landing pages, and what tech stack to choose. Rob also provides guidance for those considering leaving their comfortable day jobs in favor of being a founder. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America. Your elite squad will include between 2 to 6 Full Stack Developers, a technical product manager, plus experts in product strategy, UI/UX design, DevOps, and QA - all working together to make your SaaS Product a success. You can ramp up an entire product team fast, in your timezone, and at rates 75% cheaper than a comparable US-based team. And with DevSquad, you pay month to month with no long-term contracts. Get the committed, responsive development team that your business deserves. Visit DevSquad.com/startups and get 10% off the first three months of your engagement. Topics we cover: 4:00 – Comparing your business to successful outliers 9:50 – Exploring business outside of a comfortable day job 15:45 – Early access landing pages prior to development 20:00 – How do you vet SaaS businesses that you are trying to acquire? 27:16 – Evaluating a seller’s intentions 29:50 – Choosing a tech stack for your SaaS Links from the Show: MicroConf Remote – Early Stage Saas Strategies Register for MicroConf US in Atlanta, April 2024 Apply for Director of Marketing and Operations for MicroConf MicroConf Connect Startups For The Rest of Us – Ask a question 37signals 7 Proven Ways to Create Profitable SaaS Ideas EVERY Time The SaaS Playbook Quiet Light Acquire.com The Stair Step Method of Bootstrapping If you have questions about starting or scaling a software business tha...

Mar 12, 202437 min

Episode 703 | The Accidental SaaS Entrepreneur

In episode 703, Rob Walling interviews Jordan Hansen, founder of Cobalt Intelligence. They dive into Jordan's unexpected journey into SaaS and the growth of his company, which specializes in business verification through API. Jordan reflects on quitting his job to pursue his startup and the benefits of community and mentorship he has received from TinySeed. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers and developers has never been more fierce. Lemon.io helps you cut through the noise and find great talent through its network of engineers in Europe and Latin America. They take care of the vetting, interviewing, and testing of candidates to make sure that you are working with someone who can hit the ground running. When it comes to hiring, the time it takes to write your job description, list the position, review resumes, schedule interviews, and make an offer can take weeks, if not months. With Lemon.io, you can cut down on a lot of that time by tapping into their wide network of developers who can get started in as early as a week. And for subscribers of Startups For the Rest of Us, you can get 15% off your first 4 week contract with a developer by visiting lemon.io/startups Topics we cover: 2:30 – What does Cobalt Intelligence offer? 5:45 – Team scale, market, and business origins 9:55 – Starting YouTube and finding motivation to continually publish 13:27 – Working with a savings runway and applying to TinySeed 23:50 – Finding product-market fit 26:58 – Unlisting content to align with business goals 31:50 – “Accidental” SaaS founder Links from the Show: Register for MicroConf US in Atlanta, April 2024 TinySeed The SaaS Playbook Jordan Hansen (@JordBHansen) | X Cobalt Intelligence (@CobaltIntell) | X Cobalt Intelligence Lianna Patch (@punchlinecopy) | X The Stair Step Method of Bootstrapping Soft Skills: The software developer's life manual by John Sonmez Episode 698 | How to Launch a Million Dollar Business (With Noah Kagan)

Mar 5, 202434 min

Episode 702 | Revenue vs. Profit Multiples, When to Lower Prices, and More Listener Questions

In episode 702, join Rob Walling for another solo adventure where he answers listener questions. He answers how to introduce friends to bootstrapping, when to lower your prices, and addresses the difference in revenue and profit multiple valuations. Rob also offers advice when weighing a career move versus building side projects and scaling your MVP. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America. Your elite squad will include between 2 to 6 Full Stack Developers, a technical product manager, plus experts in product strategy, UI/UX design, DevOps, and QA - all working together to make your SaaS Product a success. You can ramp up an entire product team fast, in your timezone, and at rates 75% cheaper than a comparable US-based team. And with DevSquad, you pay month to month with no long-term contracts. Get the committed, responsive development team that your business deserves. Visit DevSquad.com/startups and get 10% off the first three months of your engagement. Topics we cover: 3:15 – How to introduce friends to entrepreneurship and bootstrapping 6:00 – When to focus on profit vs. top-line revenue 10:40 – Considerations for building, scaling, and differentiating an MVP 15:45 – Rare circumstances where you should lower prices 20:25 – Pursuing career moves vs. building on the side 23:43 – Managing cap tables and equity vesting Links from the Show: MicroConf Remote – Early Stage Saas Strategies TinySeed The Stair Step Method of Bootstrapping Start Small, Stay Small The SaaS Playbook MicroConf YouTube Channel: Building Your First SaaS: The Ultimate Crash Course SFTROU Greatest Hits Episode 222 | The Stair Step Approach to Launching Products What is a SAFE? If you have questions about starting or scaling a software business that you’d like for us to cover, please

Feb 27, 202431 min

Episode 701 | The Long Journey to Product-Market Fit

In episode 701, Rob Walling interviews Matt Wensing, founder of Summit, a SaaS platform for lead scoring and qualification. Matt shares insights on finding product-market fit, the importance of following customer workflows to get there, and the challenges of marketing and positioning. Rob asks about his choice to raise venture capital, and how keeping a lean team maximizes that opportunity. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers and developers has never been more fierce. Lemon.io helps you cut through the noise and find great talent through its network of engineers in Europe and Latin America. They take care of the vetting, interviewing, and testing of candidates to make sure that you are working with someone who can hit the ground running. When it comes to hiring, the time it takes to write your job description, list the position, review resumes, schedule interviews, and make an offer can take weeks, if not months. With Lemon.io, you can cut down on a lot of that time by tapping into their wide network of developers who can get started in as early as a week. And for subscribers of Startups For the Rest of Us, you can get 15% off your first 4 week contract with a developer by visiting lemon.io/startups Topics we cover: 2:27 – “Traveling many H1’s”, refining a target market 5:44 – Moving back to a self-serve model 10:52 – Niching down to achieve stronger product-market fit 12:53 – Tactics that Matt used to achieve traction 16:54 – Lead scoring by behavior and persona-fit 19:20 – Scoring as a whole product vs. as only a feature 23:31 – Pursuing VC with a lean team 29:09 – Who is your ideal customer profile? Links from the Show: Apply for Tinyseed Feb 12th through Feb 25th MicroConf Remote – Early Stage Saas Strategies Matt Wensing (@mattwensing) | X Summit Episode 696 | The Truth about Product-Market Fit + Doing Sales as an Introvert (With Ruben Gamez) Out of Beta Episode 633 | Building SaaS Plus a Two-Sided Marketplace The SaaS Playbook "How I Sold My SaaS in An 8-Figure Exit" with Matt Wensing If you have questions about starting or scaling a software business that you’d like for us to cover, please

Feb 20, 202433 min

Episode 700 | Playing the Long Game

In episode 700, Rob goes solo to celebrate another milestone of Startups For the Rest of Us. He reflects on playing the long game and doing so publicly enough to create larger luck surface area. He also emphasizes building skills in the process, and highlights several founders who have done this well. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America. Your elite squad will include between 2 to 6 Full Stack Developers, a technical product manager, plus experts in product strategy, UI/UX design, DevOps, and QA - all working together to make your SaaS Product a success. You can ramp up an entire product team fast, in your timezone, and at rates 75% cheaper than a comparable US-based team. And with DevSquad, you pay month to month with no long-term contracts. Get the committed, responsive development team that your business deserves. Visit DevSquad.com/startups and get 10% off the first three months of your engagement. Topics we cover: 2:41 – Balancing short vs. long term thinking and decision making 7:30 – Examples of founders leaning into the long game 12:18 – Putting in the time, and doing it publicly (enough) 16:42 – Lucky or smart? 21:22 – How do I know if I’m playing the correct long game? 23:54 – Acquiring skills as you play the long game 27:13 – Cheers to 700! Links from the Show: Apply for TinySeed Spring 2024 MicroConf TinySeed Start Small, Stay Small by Rob Walling Gather TinySeed Tales S2E1 | Introducing Gather Lucky or Smart? by Bo Peabody If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify |

Feb 13, 202430 min

Episode 699 | How to Build Elegant, Scalable Software Products with Derrick Reimer

In episode 699, Rob Walling chats with fan favorite Derrick Reimer, the founder of SavvyCal, about scaling products tastefully. Derrick offers his perspective on maintaining a tidy UX and deciding which features to implement. They also cover best practices for maintaining knowledge bases, changelogs, and documentation. As a bonus, Rob and Derrick offer podcasting advice to their past selves. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers and developers has never been more fierce. Lemon.io helps you cut through the noise and find great talent through its network of engineers in Europe and Latin America. They take care of the vetting, interviewing, and testing of candidates to make sure that you are working with someone who can hit the ground running. When it comes to hiring, the time it takes to write your job description, list the position, review resumes, schedule interviews, and make an offer can take weeks, if not months. With Lemon.io, you can cut down on a lot of that time by tapping into their wide network of developers who can get started in as early as a week. And for subscribers of Startups For the Rest of Us, you can get 15% off your first 4 week contract with a developer by visiting lemon.io/startups Topics we cover: 2:35 – Establish design systems and language as you scale your product 8:36 – Building out a front-end directory to maintain consistency 10:17 – Truly understand how customers are moving through your product 16:28 – Naming convention dilemmas, industry norms vs. accuracy 19:22 – Hiding product features with feature flags 23:04 – Scaling new products that serve different verticals 31:12 – Best practices for maintaining a product knowledge base 37:11 – Bonus: What advice would you give to your prior self starting a podcast? Links from the Show: Register for MicroConf US in Atlanta, April 2024 The SaaS Playbook Derrick Reimer (@derrickreimer) I X SavvyCal Allen D King (@allendking) | X FunJoin FullStory Episode 681 | Why Launching a Second Product is Usually a Bad Idea Help Scout Knowledge Base Headway Changelog ...

Feb 6, 202447 min

Episode 698 | How to Launch a Million Dollar Business (With Noah Kagan)

In episode 698, Rob Walling interviews Noah Kagan, CEO of AppSumo. They discuss the importance of eliminating distractions, cover strategies that led to growth in Noah’s businesses, and share insights from growing YouTube channels. Noah also shares why he decided to write his new book, Million Dollar Weekend. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America. Your elite squad will include between 2 to 6 Full Stack Developers, a technical product manager, plus experts in product strategy, UI/UX design, DevOps, and QA - all working together to make your SaaS Product a success. You can ramp up an entire product team fast, in your timezone, and at rates 75% cheaper than a comparable US-based team. And with DevSquad, you pay month to month with no long-term contracts. Get the committed, responsive development team that your business deserves. Visit DevSquad.com/startups and get 10% off the first three months of your engagement. Topics we cover: 2:38 – Making good decisions, consistently 5:47 – Noah’s disappointment in selling Sumo 13:20 – Strategies and decisions that led to growth 15:46 – Focus on eliminating distractions 20:15 – Noah returns as AppSumo CEO 23:20 – Making the mistake of not listening to customers 26:55 –Growing a YouTube Channel to 1M+ subscribers 35:03 – The role of YouTube content in supporting AppSumo 37:11 – Building a million dollar business in a weekend Links from the Show: Register for MicroConf US in Atlanta, April 2024 Million Dollar Weekend by Noah Kagan Noah Kagan (@noahkagan) | X Born Standing Up: A Comic's Life by Steve Martin Sumo AppSumo TidyCal SendFox KingSumo Noah’s YouTube Channel If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We...

Jan 30, 202444 min

Episode 697 | 7 Predictions for SaaS Bootstrappers in 2024

In episode 697, join Rob Walling for a solo adventure where he makes predictions for SaaS in 2024. His predictions focus on Vertical SaaS, emerging markets, the professionalization of No-Code, subscription fatigue, AI and more. At the end of the episode, he evaluates predictions he made over the past 10 years to see if they held up. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers and developers has never been more fierce. Lemon.io helps you cut through the noise and find great talent through its network of engineers in Europe and Latin America. They take care of the vetting, interviewing, and testing of candidates to make sure that you are working with someone who can hit the ground running. When it comes to hiring, the time it takes to write your job description, list the position, review resumes, schedule interviews, and make an offer can take weeks, if not months. With Lemon.io, you can cut down on a lot of that time by tapping into their wide network of developers who can get started in as early as a week. And for subscribers of Startups For the Rest of Us, you can get 15% off your first 4 week contract with a developer by visiting lemon.io/startups Topics we cover: 1:32 – Opportunity in vertical SaaS 3:48 – SaaS will continue to grow in emerging markets 5:08 – Twitter changes hands in 2024? 6:56 – Subscription fatigue has little impact on adoption of B2B SaaS 8:13 – No-Code and Low-Code will undergo “professionalization” 10:24 – Is it hype, or is it not? How AI will continue to develop this year 14:11 – Will Stripe go public? 17:08 – Revisiting past predictions: SaaS, Twitter, VR, crypto, markets, & gadgets Links from the Show: Call for Pitches TinySeed Portfolio Start Small Stay Small Dave Kellett (@davekellett) | X Once.com If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Google

Jan 23, 202431 min

Episode 696 | The Truth about Product-Market Fit + Doing Sales as an Introvert (With Ruben Gamez)

In episode 696, Rob Walling and Ruben Gamez cover a variety of topics. They discuss how product market fit is achieved across customer segments and use cases, not simply broadly. Ruben shares how he approaches effective decision making and sales as an introvert. They wrap up by sharing how they evaluate candidates when hiring to build their teams. Topics we cover: 4:47 – Product market fit, increasing average revenue per customer 7:58 – When did you know you had product market fit? 11:03 – Product market fit is a continuum, and use case specific 14:27 – Making hard decisions around product market fit 19:01 – Getting better at prioritizing and making hard decisions 27:38 – Doing sales as an introvert 33:09 – Building a functional team that gets stuff done 40:10 – Evaluating potential hires Links from the Show: MicroConf Sponsorships Microconf Connect Ruben Gamez (@earthlingworks) | X SignWell Episode 695 | Ideal Customers, Moving from B2C to B2B, and More Listener Questions (with Asia Orangio) The SaaS Playbook Dynamite Jobs Who: The A Method for Hiring by Geoff Smart, Randy Street Crucial Conversations by Joseph Grenny, Kerry Patterson, et al. If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Google

Jan 16, 202450 min

Episode 695 | Ideal Customers, Moving from B2C to B2B, and More Listener Questions (with Asia Orangio)

In episode 695, Rob Walling and Asia Orangio answer listener questions. They take questions about ideal target customers, moving from B2C to B2B, and how to advertise for a product in a new space. They wrap up discussing the challenges of making freemium work while bootstrapping. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers and developers has never been more fierce. Lemon.io helps you cut through the noise and find great talent through its network of engineers in Europe and Latin America. They take care of the vetting, interviewing, and testing of candidates to make sure that you are working with someone who can hit the ground running. When it comes to hiring, the time it takes to write your job description, list the position, review resumes, schedule interviews, and make an offer can take weeks, if not months. With Lemon.io, you can cut down on a lot of that time by tapping into their wide network of developers who can get started in as early as a week. And for subscribers of Startups For the Rest of Us, you can get 15% off your first 4 week contract with a developer by visiting lemon.io/startups Topics we cover: 4:06 – Adjusting your target customers to chase an opportunity 11:58 – Is translating marketing or educational content worth it? 16:46 – Moving from B2C to B2B 25:53 – Defining a cross-channel marketing approach 33:22 – Advertising for a product in new product category 41:40 – The issues with making freemium work while bootstrapping. Links from the Show: State of Independent SaaS Report MicroConf Mastermind Program Asia Orangio (@AsiaOrangio) | X DemandMaven Episode 681 | Why Launching a Second Product is Usually a Bad Idea User Interviews Episode 685 | 7 Things You Should Never Do (A Rob Solo Adventure) Four Fits for $100M+ Growth by Brian Balfour Brian Balfour (@bbalfour) | X Reforge Continuous Discovery Habits by Teresa Torres If you have questions about starting or scaling a software business that you’d like for us to cover,...

Jan 9, 202453 min

Episode 694 | 2023 In Review: Amazing Growth & Fighting Burnout

In episode 694, join Rob Walling as he recaps 2023. He reflects on growing TinySeed, MicroConf, the YouTube channel and this podcast. Rob also addresses his struggle with "arrival fallacy" and the continuous journey of success. Alongside the growth, he describes seeing burnout on the horizon, emphasizes the importances of addressing that early, and what it means for him and his team in 2024. Episode Sponsor: Going from an idea sketched on the back of a napkin to a robust, stable product requires a wide range of skills. You can spend ages looking for a one-in-a-million developer who can do it all, or you can quickly ramp up an entire product team to help you build and launch your product with our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America. Your elite squad will include between 2 to 6 Full Stack Developers, a technical product manager, plus experts in product strategy, UI/UX design, DevOps, and QA - all working together to make your SaaS Product a success. You can ramp up an entire product team fast, in your timezone, and at rates 75% cheaper than a comparable US-based team. And with DevSquad, you pay month to month with no long-term contracts. Take the hassle out of assembling and managing a sprawling team of freelancers and work with a group that’s ready to hit the ground running. Visit DevSquad.com/startups and get 10% off your engagement. Topics we cover: 4:20 – 2023 growth, launch of The SaaS Playbook 6:04 – Audience growth and supporting the mission 7:24 – Seeing burnout on the horizon, content calendars, and travel 11:49 – Dealing with burnout if you are experiencing it 14:18 – Adjusting travel schedules and amount 15:39 – Doing the things that “give me life”, sustainably Links from the Show: TinySeed Get Your tickets for MicroConf Atlanta State of Independent SaaS Report The SaaS Playbook Subscribe to the MicroConf YouTube channel Start Small Stay Small Episode 670 | Relying on Luck, Avoiding Burnout, and Bad Player vs. Bad Instrument (A Rob Solo Adventure) The Entrepreneur’s Guide to Keeping Your Sh*t Together The Zen Founder Guide to Founder Retreats If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Revie...

Jan 2, 202419 min

Episode 693 | Building a Mid-Six-Figure SaaS in Less Than 3 Years

In episode 693, Rob Walling interviews Grant McConnaughey, founder of Postpone, a social media scheduling tool. They discuss the app's growth from inception to mid six figures, early growth tactics, a successful price increase, and platform risks with Reddit and Twitter. Grant also shares his experience going all-in on one idea, joining TinySeed, and reveals what he can still improve upon. Topics we cover: 2:04 – Postpone starts off as part of a New Year’s resolution 4:13 – Validating and building the MVP to schedule content for Reddit 6:44 – Launching lean to slow growth in the beginning 9:10 – Doing things that don’t scale 10:53 – What were the reasons for joining TinySeed 13:06 – Full time focus and pricing changes enabled strong growth for Postpone 17:15 – Initial hesitation for raising prices at first 22:08 – Experiencing and overcoming Reddit platform risk 26:00 – What could Grant be doing better? Links from the Show: MicroConf Connect TinySeed Grant McConnaughey (@gmcconnaughey) | X Postone’s MRR graph | X Postpone Adam Wathan (@adamwathan) | X Traction by Gabriel Weinberg and Justin Mares If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Google

Dec 26, 202328 min

Episode 692 | Learn the Rules Like a Pro So You Can Break Them Like an Artist (A Rob Solo Adventure)

In episode 692, join Rob Walling for a solo adventure where he addresses a variety of topics. He stresses revisiting your onboarding to evaluate your product’s “minimum path to awesome” and warns of conducting “mirror research” instead of market research. Rob also tackles why being the cheapest option is not always the best positioning. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers and developers has never been more fierce. Lemon.io helps you cut through the noise and find great talent through its network of engineers in Europe and Latin America. They take care of the vetting, interviewing, and testing of candidates to make sure that you are working with someone who can hit the ground running. When it comes to hiring, the time it takes to write your job description, list the position, review resumes, schedule interviews, and make an offer can take weeks, if not months. With Lemon.io, you can cut down on a lot of that time by tapping into their wide network of developers who can get started in as early as a week. And for subscribers of Startups For the Rest of Us, you can get 15% off your first 4 week contract with a developer by visiting lemon.io/startups Topics we cover: 1:33 – Walking customers through signup to first value, revisit your onboarding 4:29 – The early entrepreneur’s trap: "We are pre-revenue still…” 8:31 – Not being the cheapest option 14:31 – Mirror research vs. market research 17:16 – Learn the rules like a pro so you can break them like an artist Links from the Show: Register for MicroConf US in Atlanta, April 2024 The SaaS Playbook Episode 456 | Launching a 2nd Product + Revisiting Freemium with Ruben Gamez TinySeed Mentors Comic Lab Episode 685 | 7 Things You Should Never Do (A Rob Solo Adventure) Episode 687 | An 8th Thing You Should Never Do, Things That Don’t Scale, and More Rob Solo Topics If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review:

Dec 19, 202323 min

Episode 691 | Freemium, High-touch vs. Low-touch, Selling as an Introvert, and More Listener Questions

In episode 691, join Rob Walling for another solo adventure where he answers listener questions. He evaluates freemium as it relates to paying by the “honor system”, competing against big incumbents, and whether to sell using high-touch vs. low-touch strategies. Rob also recommends books for introverts looking for sales advice. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers and developers has never been more fierce. Lemon.io helps you cut through the noise and find great talent through its network of engineers in Europe and Latin America. They take care of the vetting, interviewing, and testing of candidates to make sure that you are working with someone who can hit the ground running. When it comes to hiring, the time it takes to write your job description, list the position, review resumes, schedule interviews, and make an offer can take weeks, if not months. With Lemon.io, you can cut down on a lot of that time by tapping into their wide network of developers who can get started in as early as a week. And for subscribers of Startups For the Rest of Us, you can get 15% off your first 4 week contract with a developer by visiting lemon.io/startups Topics we cover: 2:01 – Charging for your product using the “honor system” 6:16 – Competing against big, entrenched incumbents 12:36 – Low-touch vs. high-touch sales strategies 17:01 – Selling as an introverted founder 20:45 – Skipping the “Stair Step” approach to quickly validate a SaaS Links from the Show: Startups For the Rest of Us | X Subscribe to the MicroConf YouTube channel Ruben Gamez (@earthlingworks) | X The SaaS Playbook TinySeed Keap Quiet: The Power of Introverts in a World That Can't Stop Talking by Susan Cain The Introvert's Edge: How the Quiet and Shy Can Outsell Anyone by Matthew Pollard The Stair Step Method of Bootstrapping Episode 628 | The 5 P.M. Idea Validation Framework Ask a Question on SFTROU If you have questions about starting or scaling a software business that you’d like for us to cover, please

Dec 12, 202323 min

Episode 690 | When Opt-in Email Could Be Spam, Collecting Customer Feedback, and More Listener Questions

In episode 690, join Rob Walling for another solo adventure where he answers listener questions. He advises on the ethical considerations of email marketing and answers how he would value a business when buying out a partner. He also addresses the best ways to collect customer feedback and the value of high-fidelity customer calls. Episode Sponsor: Going from an idea sketched on the back of a napkin to a robust, stable product requires a wide range of skills. You can spend ages looking for a one-in-a-million developer who can do it all, or you can quickly ramp up an entire product team to help you build and launch your product with our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America. Your elite squad will include between 2 to 6 Full Stack Developers, a technical product manager, plus experts in product strategy, UI/UX design, DevOps, and QA - all working together to make your SaaS Product a success. You can ramp up an entire product team fast, in your timezone, and at rates 75% cheaper than a comparable US-based team. And with DevSquad, you pay month to month with no long-term contracts. Take the hassle out of assembling and managing a sprawling team of freelancers and work with a group that’s ready to hit the ground running. Visit DevSquad.com/startups and get 10% off your engagement. Topics we cover: 2:59 – Emailing users about other projects you are working on 9:26 – Avoid sending spam-like emails 12:55 – Building a service vs. selling it as an affiliate 17:34 – SaaS evaluation after business partner falling out 21:25 – The best ways to collect customer feedback 25:36 – Determining which group of buyers to sell to, HOA’s or property managers Links from the Show: The SaaS Playbook Ask a Question on SFTROU Start Marketing the Day You Start Coding The Stair Step Method of Bootstrapping Quiet Light FE International Discretion Capital MicroConf Connect Producer Xander (@ProducerXander) | X Episode 139 | 6 Questions You Should Ask In Your Customer Development Survey If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming epis...

Dec 5, 202333 min

Episode 689 | How to Keep Your Remote Team Motivated and Engaged

In episode 689, Rob Walling interviews Robert Cserti, co-founder of SessionLab. Robert and his team provide tools and resources for designing workshops and SessionLab operates fully remote. Rob and Robert discuss strategies for motivating remote teams, fostering team culture and communication, and being intentional about synchronous meetings and team bonding. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers and developers has never been more fierce. Lemon.io helps you cut through the noise and find great talent through its network of engineers in Europe and Latin America. They take care of the vetting, interviewing, and testing of candidates to make sure that you are working with someone who can hit the ground running. When it comes to hiring, the time it takes to write your job description, list the position, review resumes, schedule interviews, and make an offer can take weeks, if not months. With Lemon.io, you can cut down on a lot of that time by tapping into their wide network of developers who can get started in as early as a week. And for subscribers of Startups For the Rest of Us, you can get 15% off your first 4 week contract with a developer by visiting lemon.io/startups Topics we cover: 2:01 – SessionLab, for creating workshops 3:42 – Keeping employee engagement high in remote teams, intentionally creating a workplace culture. 7:15 – Daily check-ins, synchronous vs. asynchronous communication 10:32 – Finding a cadence for synchronous calls and “all-hands” 13:20 – Planning in team retreats 15:18 – Meetings specifically for team bonding 18:42 – Regularly scheduled, random 1:1 social chats 21:05 – Experimenting with tools to facilitate communication and identify issues early 26:02 – Managing synchronous working overlap across time zones Links from the Show: Are you considering selling your SaaS business? The Psychology of Exiting Your Company Quiet Light Robert Cserti | LinkedIn SessionLab (@SessionLab) | X SessionLab SessionLab’s Library of facilitation techniques Geekbot Cozy Juicy Real Donut SpatialChat If you have questions about starting or scaling a software...

Nov 28, 202330 min

Episode 688 | Growing Boot.dev From $6k to $110k in Monthly Revenue in 15 Months

In episode 688, Rob Walling interviews Lane Wagner, founder of Boot.dev. Boot.dev is a learning platform gamified to teach backend development. They discuss the journey of bootstrapping Boot.dev, its explosive growth, and its unique business model. Lane also shares challenges of running a B2C business, why he took some funding, and the significance of customer lifetime value over MRR in his business. Topics we cover: 2:38 – Boot.dev seeing incredible growth 3:35 – Growing on YouTube with partnerships 5:42 – Teaching Python and Go as a B2C business 7:49 – “This is not really SaaS”, considering JTBD 11:18 – The beginnings of Boot.dev, serving the backend niche 14:21 – Gaining the confidence to quit the day job 15:51 – Deciding to raise funding and “mostly” bootstrap 20:31 – Enduring hardship before turning the corner on growth 26:38 – Finding the right revenue metric for the business Links from the Show: MicroConf US - Atlanta - April 21 - 23, 2024 Interested in Sponsoring MicroConf Content? Subscribe for Exclusive Episodes Lane from Boot.dev (@wagslane) | X Boot.dev Profitable, at last! Purple Cow by Seth Godin If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Google

Nov 21, 202332 min

Episode 687 | An 8th Thing You Should Never Do, Things That Don't Scale, and More Rob Solo Topics

In episode 687, join Rob Walling for a solo adventure where discusses a variety of topics. He revisits a recent episode to add one more item to the list of things founders should never do. Rob also offers a hot take on Meta’s new subscription plans and weighs in on a Hacker News post about doing things that don’t scale. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers and developers has never been more fierce. Lemon.io helps you cut through the noise and find great talent through its network of engineers in Europe and Latin America. They take care of the vetting, interviewing, and testing of candidates to make sure that you are working with someone who can hit the ground running. When it comes to hiring, the time it takes to write your job description, list the position, review resumes, schedule interviews, and make an offer can take weeks, if not months. With Lemon.io, you can cut down on a lot of that time by tapping into their wide network of developers who can get started in as early as a week. And for subscribers of Startups For the Rest of Us, you can get 15% off your first 4 week contract with a developer by visiting lemon.io/startups Topics we cover: 1:50 – There’s one more thing that founders should never do 8:44 – Facebook and Instagram will offer a subscription for no ads 12:42 – Ask HN: Paul Graham’s “Do Things That Don’t Scale” 19:53 – Lugg, doing what it takes to prove out an idea Links from the Show: MicroConf Connect Episode 685 | 7 Things You Should Never Do (A Rob Solo Adventure) Ruben Gamez (@earthlingworks) | X TinySeed Facebook and Instagram To Offer Subscription for No Ads in Europe Ask HN: PG's 'Do Things That Don't Scale' manual examples? Do Things that Don't Scale Lugg If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify |

Nov 14, 202323 min

Episode 686 | How Much is Enough?, Outsourcing Marketing, and More Listener Questions

In episode 686, join Rob Walling for another solo adventure where he answers listener questions. He answers how to evaluate monetary success, combat hedonic adaptation, and how to evaluate the capabilities of technical co-founders. Rob also discusses whether outsourcing sales and marketing is possible and considers some alternative no-code approaches. Topics we cover: 4:20 – Success after stair-stepping, confronting hedonic adaptation 15:35 – Sales funnels, friction before demos, and collecting email addresses 19:24 – Outsourcing marketing and sales 23:54 – Evaluating the technical capabilities of your technical co-founder(s) 29:41 – Reducing the platform risk of developing in typical no-code tools Links from the Show: State of Independent SaaS Survey and Report MicroConf Local in Austin MicroConf Connect Bernard Huang (@bernardjhuang) | X WP Engine (@wpengine) | X Tracy Osborn (@tracymakes) | X The Stair Step Method of Bootstrapping Start Small, Stay Small: A Developer's Guide to Launching a Startup The SaaS Playbook This Took 11 Years to Be An "Overnight Success" - SaaS Exit Strategy Once If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Google

Nov 7, 202333 min

Episode 685 | 7 Things You Should Never Do (A Rob Solo Adventure)

In episode 685, Rob Walling goes solo to share his insights on 7 common mistakes that SaaS founders make. Be sure to listen to the end to hear Rob’s spicy take on launching a portfolio of products to see what sticks. Episode Sponsor: As a founder your plate is full. So when you have to hire devs, there’s no time to search for that perfect culture-fit, get-things-done developer. Lemon.io’s new product, Lemon Hire saves founders time by connecting them with a pipeline of 80K+ senior engineers. Each dev is filtered through a 4-step vetting process, available to interview within 48 hours of choosing, and backed by a 30-day replacement guarantee. Find your great-fit candidates fast with Lemon Hire. Claim a special discount for our fans. Visit https://lemon.io/hire/, sign up, and mention “Startups” to receive $2000 off your first hire. Topics we cover: 1:29 – Sign the National Association of Manufacturers Letter, Section 174 3:52 – Compiling a list of things founders shouldn’t do 6:49 – B2C applications, “the worst of all the worlds” 9:42 – Don’t build a second product if your first has stopped growing 10:40 – Defining a new category of software is usually a bad idea 19:59 – Avoid multi-language support 24:13 – Dig deep to find root causes beyond the symptoms 27:41 – The portfolio approach Links from the Show: The Small Software Business Alliance MicroConf Remote The SaaS Playbook Dan Andrews (@TropicalMBA) | X Episode 681 | Why Launching a Second Product is Usually a Bad Idea Inbound Marketing by Brian Halligan and Dharmesh Shah If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Google

Oct 31, 202336 min