Startups For the Rest of Us

In Episode 543 of Startups For the Rest of Us, Rob is joined again by co-host emeritus, Mike Taber as he gives an update on all things startups and they analyze top tactics for superhero success. If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In episode 542, Rob Walling chats with Zach Moreno, the Co-Founder and CEO of Squadcast about how they grew their revenue and surpassed $3 million in ARR as a mostly bootstrapped startup. They also discuss the role and importance of having a co-founder, as well as the impact that having a "knowledge investor" had on their success. The topics we cover [04:18] Squadcast growth while entering into a crowded space [16:54] The importance of having a co-founder [22:43] The shelter in place inflection point and building out video functionality [34:08] Choosing a knowledge investor Links from the show Squadcast Zencastr SavvyCal Why we believe something: The quality of audio matters Rockwell Felder - Twitter Zachariah Moreno (@zach__moreno) | Twitter If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In episode 541, Rob Walling flies solo to discuss things like product myths and the misinterpreted Henry Ford quote, selling a company, defining life-changing money, and dual funnels. The topics we cover [02:48] Product myths and the misinterpreted Henry Ford quote [07:21] Post-exit thoughts [15:32] Life-changing money [22:30] The power of dual-funnels Links from the show Becoming Steve Jobs: The Evolution of a Reckless Upstart into a Visionary Leader Rob Walling - Mailing List Episode 510 | The Story of Startups.com If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In this episode, Rob talks with Tracy Osborn and Einar Vollset, about the recent news that's come out in the bootstrapper community. They talk about the Indie.vc shutdown, the new features coming out on Twitter, LinkedIn’s new gig marketplace, and more. The topics we cover [03:18] Twitter Spaces [10:05] The Network Effect and Twitter Verification [14:32] The Indie.vc shutdown [24:20] Shopify removing the option to work directly with Stripe [32:34] The new ‘Super Follow’ feature in Twitter [35:43] Comparing Google Cloud and AWS onboarding [40:04] The new LinkedIn Gig Marketplace Links from the show TinySeed Tinyseed Thesis Remail Voxer Shopify says remove Stripe billing or get booted from their app store Substack Indie.vc Google Cloud vs AWS onboarding If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In this episode, Rob chats with Dan Norris about selling his productized service to GoDaddy, his latest book, and latest business, a very successful brewery in Australia. They also ruminate on the impact that post-exit money has had on their lives. The topics we cover [07:04] Finding the motivation to write 6 books [07:38] Selling WP Curve to GoDaddy [18:11] Compound Marketing and applying the principles to Black Hops [33:53] Life post-exit and the arrival fallacy [45:57] Rob and the sale of Drip [53:37] Building a SaaS to sell vs as a long-term, profitable company Links from the show Episode 183 | 5 Startup Rules to Live By with Dan Norris The 7 Day Startup Compound book Black Hops Brewing - Gold Coast Craft Beer Brewery State of Independent SaaS Report 2021 — MicroConf - The Most Trusted Community for Non-Venture Track SaaS Founders Dan Norris (@thedannorris) | Twitter If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In this episode, Rob Walling is joined by Einar Vollset as they answer listener questions ranging from when to sunset a product, filling out enterprise security assessments, acquiring a company where the previous owner had sold lifetime deals and not disclosed it, and more. The topics we cover [03:20] Deciding when to sunset a feature or product [08:27] Splitting a business to focus on two separate audiences [17:21] How to take advantage of being a consumer of your own product. [21:35] Acquiring a SaaS where the previous founder sold lifetime plans [28:20] Enterprise security assessments [35:22] Building a product to solve a problem as a full-time employee Links from the show TinySeed Tales S2E1 | Introducing Gather Episode 515 | Finding a Co-Founder, Getting Better at Sales, and More Listener Questions Episode 9: Raising Entrepreneurial Kids - ZenFounder SOC 2 Episode 463 | Troubleshooting Enterprise Sales (A Founder Hotseat with David Heller) The TinySeed Investment Thesis — TinySeed: The Startup Accelerator for Bootstrappers Einar Vollset (@einarvollset) | Twitter If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In this episode, Rob is joined by Rand Fishkin for an honest and transparent conversation about his time at Moz, raising funding, his book Lost and Founder, as well as his current effort, SparkToro. They discuss growth levers and the importance of owning the channel where you build your audience. The topics we cover [01:44] Impacts from writing a book [08:41] Transitioning from Moz but continuing to work there [15:53] Venture capital vs angel investing [19:59] Launching SparkToro [36:08] Raising capital for SparkToro [44:14] Growth levers that are working today Links from the show Lost & Founder Start Small, Stay Small Rand Fishkin's Bio Sarah Bird Startups.com Zirtual Clarity — On Demand Business Advice SparkToro Spark Toro Terms Conversion Rate Experts Rand Fishkin (@randfish) | Twitter If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In episode 536 of Startups For the Rest of Us, Rob does another solo adventure. As we all faced perhaps one of the worst years on record, Rob talks through some things that 2020 taught him personally, professionally, and at a higher level, philosophically. He also looks beyond 2020 and discusses opportunities for 2021 for software entrepreneurs. The topics we cover [01:53] Keeping perspective during difficult startup times [04:03] We can make it through scary and dangerous moments [07:04] There is always opportunity [09:53] Doing things in public creates opportunity [12:02] Growing niches/industries in 2021 [18:31] In search of problems Links from the show Episode 490 | How Founders Should Be Thinking About the Current Crisis Dynamite Jobs If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In Episode 535, Rob is joined by co-host emeritus, Mike Taber to talk about what Mike has been up to over the past seven months with Bluetick, including an exciting reveal of a big project he's been working on. The topics we cover [05:41] BlueTick partnership or merger with a CRM for field sales reps [11:52] Delays in partnerships from pandemic and potential asymmetric upside [15:42] How far along the CRM software compared to BlueTick? [19:32] Considering freemium and an AppSumo deal [32:48] Another Google security audit Links from the show SonarCloud (mentioned at 17:43) Episode 484 | Marketing That’s Working Today, Moving from 5 to 10 Employees, SaaS Longevity, and More Listener Questions (mentioned at 22:28) AppSumo If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In this episode, Rob talks with Josh Pigford in a first appearance since the sale of Baremetrics for $4m. They discuss his seven-year journey to build Baremetrics, the details of the sale, and Josh's post-sale, non-software aspirations. The topics we cover [02:42] Intros [04:26] Avoiding capital gains via qualified small business stock. [09:08] Josh's post-sale purchases and other dramatic life shifts [13:46] Changes at Baremetrics after sale [18:32] Weeks of cash to profitable in 8 months [23:20] Breaking through plateaus and product vs marketing for growth out of plateaus [30:13] What motivated Josh to start thinking about selling [32:58] Launching a new feature called Intros in 2020 [39:11] Laser tweets and post-sale aspirations Links from the show Episode 244 | Competition, Transparency and Funding with Baremetrics Founder Josh Pigford Baremetrics: Subscription Analytics & Insights for Stripe, Braintree, Recurly & more! I sold Baremetrics - Baremetrics Qualified Small Business Stock (QSBS) (mentioned at 04:26) Four Percent Rule How we went from weeks of cash left in the bank to profitable in 8 months (mentioned at 18:42) Revenue Dashboard - Baremetrics Demo I almost sold Baremetrics for $5m - Baremetrics Laser Tweets: Wooden Laser Etched Tweets If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In this episode, Rob speaks with Adii Pienaar, a multi-time founder with multiple exits under his belt. They discuss life probability and the importance of measuring your entrepreneurial success by the things that matter the most to you and your life. The topics we cover [4:36] What motivated Adii to write the book [10:17] Life probability defined [12:45] Work-life balance is not the solution [29:21] Choosing to go back into the SaaS trenches If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In this episode, Rob sits down with John Warrillow, author of multiple bestselling books and someone who has years of experience in building and selling companies. They discuss when to sell, how to create leverage, the importance of hiring an expert, and more. The topics we cover [7:30] The right time to sell a company [15:06] Gaining leverage when negotiating [20:59] Sell-side processes for founders [29:14] The 5/20 rule [31:41] Things to look out for from potential acquirers Links from the show The Art of Selling Your Business Built to Sell: Creating a Business That Can Thrive Without You Built to Sell Radio The Automatic Customer: Creating a Subscription Business in Any Industry Finish Big: How Great Entrepreneurs Exit Their Companies on Top Before The Exit: Thought Experiments For Entrepreneurs If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In Episode 531, Rob talks with Colin Gray, the founder of The Podcast Host and Alitu. Join us for this great conversation as we talk about Colin's early days of building a hobby project in podcast hosting, hiring a freelancer to start producing shows. and building a SaaS app on top of an audience. The topics we cover [7:05] Launching The Podcast Host [16:10] Growing and launching eight businesses at once [21:08] Making the switch to SaaS [30:49] Temptations of shutting down vs. accelerating growth Links from the show The Podcast Host Alitu Hostile Worlds Product/Founder Fit If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In this week's episode, Rob sits down with Derrick Reimer to answer listener questions. They discuss whether they have any regrets about selling Drip, protecting against web scraping, making the leap from side project to full-time, and making decisions as a development team. The topics we cover [2:10] How development teams think about decisions together [13:42] Do you ever regret selling Drip to Leadpages? [21:00] Preventing against web scraping [27:16] Jumping ship from a full-time job [37:20] Advice on starting a mastermind group in 2021 Links from the show The Mom Test The Personal MBA The Ultimate Sales Letter Traction The Entrepreneur’s Guide to Keeping Your Sh*t Together Start Small Stay Small The Art of Product If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In this episode, Rob chats with John Howard, a MicroConf Connect member and founder of Slingshot. They unpack the business model of measurable swag giveaways and then dive deep into John's pricing strategy and explore alternatives as well as opportunities to move into a subscription-based model. The topics we cover [9:26] Starting a physical product business [24:53] Previous pricing models [30:48] Customer acquisition [39:41] Removing setup fee or raising prices Links from the show Slingshot Black Airplane MicroConf Masterminds If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In today's episode, Rob and Mike Taber review and rank their past yearly predictions and then make big, bold projections for 2021 with bets ranging from extraterrestrial life, VR becoming mainstream, the end of commercial real estate, and more. The topics we cover [2:45] Reviewing our predictions for 2019 [7:42] Predictions for 2021 If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In today's episode, Rob is joined by Courtland Allen as they answer listener questions. They talk about equity splits, the best cities for bootstrappers, splitting brands, and where to look for business ideas. The topics we cover [2:03] Splitting brands between agency and SaaS [10:55] What percent equity split when co-founding an app [18:52] Where to look for ideas [31:02] Best city for bootstrappers Links from the show From $0 to $5M Without Writing Any Code with Tara Reed of Apps Without Code Bootstrapping to $1 Million in Two Years as a Non-Technical Founder with Christy Laurence of Plann Cities and Ambition Tropical MBA podcast If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In episode 526 of Startups For the Rest of Us, Rob chats with a long-time friend, Justin Vincent about his startup successes and failures and the importance of taking small steps when starting as a founder. They also talk about Justin's latest project, Nugget, a startup bootcamp and academy. The topics we cover [4:04] Building Plugg.io [10:30] Enthusiasm half-life [16:03] Nugget Startup Academy [25:54] Founder context Links from the show Techzing Nugget Plugg.io Is it Keto? Michael Lynch Justin Vincent If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

This episode is a walk down memory lane as Rob shares the story of acquiring his first product 15 years ago. We hear how Rob navigated the purchase of the product, a potential partnership with a trusted friend, and pushing through when his back was against the wall. Hopefully, this episode will inspire you to take action and keep shipping. The topics we cover [5:03] Three levels to making money online [6:36] Discovering the original version of DotNetInvoice [11:34] The business proposition [15:10] The counteroffer from Rob's trusted friend [18:41] Business plan vs boots on the ground [20:49] Buying DotNetInvoice If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In this episode, Rob chats with Michele and Mathias Hansen, the married co-founders of Geocodio. We talk about bootstrapping into a commoditized space and how they've grown their SaaS app from a side project to full-time over the past 6.5 years. The topics we cover [01:38] What is Geocodio? [10:29] Innovating in a commoditized market [16:07] How they defined their product roadmap [18:06] Launching a HIPAA compliant enterprise pricing tier Links from the show Show HN: Ridiculously cheap bulk geocoding Geocodio | Website Geocodio | Website Michele Hansen | Twitter Mathias Hansen | Twitter If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

In episode 523, Rob hosts a rapid-fire lightning round of listener questions ranging from whether to focus on one or multiple businesses, finding the right amount of customer research, breaking through slow growth, and teaching entrepreneurship to kids. The topics we cover [4:38] If you were starting a business today and you were earlier on in your career, would you try multiple business ideas at once or go all-in on one? [8:11] If building your first tiny product, like a WordPress plugin, what level of customer research should you do? [10:56] What advice would you give to someone entering a somewhat competitive market? [15:55] What questions would you be asking yourself if you had a slow-growing 12k MRR B2B SaaS? [18:22] How would you go about offloading tier-one customer support? [20:28] How do you feel about entrepreneurship being taught to children? [22:24] What are things you noticed that bootstrappers commonly overlooked that are preventing them from achieving their goals? [23:18] What are some of the biggest takeaways you can see across your portfolio of early-stage SaaS companies? [25:01] Have you ever built a business that got a fairly large portion of its revenue from services instead of products, but not just you consulting? [26:56] How do you prepare financially or otherwise for your retirement? Links from the show MicroConf Connect SavvyCal Stay on Top of Your SaaS Metrics: Know What to Measure to Maintain Sustainable Growth – Craig Hewitt The 2020 State of Independent SaaS ZenFounder Indie Founder Bootcamp AudienceOps Castos Production (formerly Podcast Motor) If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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!

Rob welcomes back to the show a frequent guest, Craig Hewitt for a "Where Are They Now?" syle episode. Craig is the founder of Castos and has appeared many times on Startups For the Rest of Us. In this episode, they reconnect and talk about the latest with Castos, from hiring a growth marketer, merging brands, private podcasting, and so much more. The topics we cover [3:54] Reflections on hiring a growth marketer 1 year later [6:92] How did the free trial without asking for a credit card experiment work out? [8:92] Merging brands and moving into enterprise offers [19:91] Private podcasting [23:44] What's new and exciting at Castos Links from the show Episode 466 | Answering Listener Questions With Craig Hewitt Episode 493 | A Roundtable Discussion about COVID-19, Working From Home, Payroll Protection and More TinySeed Tales - Season 1 Castos Productions (formerly Podcast Motor) Rogue Startups The SaaS Podcast Award If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

Brian & Scottie Elliott are the husband & wife co-founders of Gather, an interior design project management app. Join Rob as he chats with Brian & Scottie for the final episode of Season 2 of TinySeed Tales. In the last year, Gather managed to double their revenue and overcome most of the challenges they faced along the way. It's been about a month since we last spoke and during that time, their recent cash crunch has started to resolve itself. In this episode, we reflect on the past year and their success (and struggle) with moving upmarket. The topics we cover [01:01] Gather's recent cash crunch Cashflow is not our biggest concern anymore, which is a great relief. Since that time growth has been either sorta normal steady when you average it out or maybe a little slower the last month and a half. Small Business Association loan and PPP loan changed things for us,. One was the loans, the other was that Gather landed a bigger enterprise client who was willing to fund features and who was willing to put cash upfront for you to build them. That allowed us to ramp our developer up from the part-time back to full-time, which was great. [06:46] Looking forward a year from now I think we're just going to have a much more well-rounded product. I could easily see us doubling again, this coming year. I feel like we've just been learning a lot about where we're lacking, what could be better, and what would be. More valuable or what to add. [07:55] Did going upmarket save the business? No doubt. Previous, smaller clients are very cost-sensitive. With our larger firms, pricing doesn't seem to ever really come up. It's mostly about features. We're not adding a ton of customers per month, but each one that we add they're worth more and we're just not turning out the smaller folks. It was such a big gamble right at the start. When you go upmarket, you can charge more and churn is going to tend to be lower Sales cycles will be longer, but people stick around longer. There's more loyalty. We're excited about where those next five years are going to go because we think we're sort of just, even at the beginning of this journey, even though we're a bit into it already. [14:56] Advice for early-stage SaaS founders Relax into it. It doesn't mean that you can be complacent and that you can't pay attention, but just realize like you're on this path, you're on this journey and it's going to take however long it's going to take. It may not be the product that you're working on right now. Maybe the next one, it may be five products down the line, but whatever it is, it's just a matter of staying with it and being okay with the waves and roadblocks that come up around you and just go around them as gracefully as you can. Keep at it because the process is, for me, anyway, as much as the outcome. Links from the show Gather | Website Brian Elliott | Twitter Thanks for listening to another episode of TinySeed Tales. If you haven't already, be sure to check out Season 1 of TinySeed Tales where we follow the Saas journey with Craig Hewitt of Castos.

Episode 521 is a roundtable episode where Rob brings on a couple of guests to talk through topics today that relate to bootstrapped and mostly bootstrapped startup founders. Today, we have Tracy Osborn and Einar Vollset joining us, as we talk through a potential impending recession, the Google anti-trust suit, Dropbox moving to permanent work from home, as well as a handful of other topics. The topics we cover [04:03] What do the revenue trends look like in 6-7 months from now? [13:36] Google anti-trust suit [19:23] Dropbox remote offices [27:29] SPACs and why it's so hard to go public in the US [39:35] A warning about Glassdoor Links from the show The 99 Investor Problem U.S. Accuses Google of Illegally Protecting Monopoly Dropbox will let all employees work from home permanently as it turns its offices into WeWork-like 'collaborative spaces' The TinySeed Investment Thesis A Warning About Glassdoor Tracy Osborn | Twitter Einar Vollset | Twitter If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

Brian & Scottie Elliott are the husband & wife co-founders of Gather, an interior design project management app. Last time we spoke, they were bouncing back from the initial shock of the COVID-19 crisis with the potential to sign two large enterprise deals that could help them out with an ongoing cash crunch. In this episode, Rob talks with them about customer-funded development, always following up when doing outbound sales, and restarting a productized service. The topics we cover [01:14] Status on large enterprise deals One closed, one did not. The first touch with them was almost a year. They had a software proprietary software that they built internally and have been actively seeking a new tool Custom data migration and storage and it was also a bunch of custom development Win-win they got what they wanted and we got some new cool features Big win, I would say, to get paid, to build a feature that you expect other customers to be able to use. Optimistic that maybe we can sort of like build the product that we want by closing these sorts of deals and move into the hospitality world Referred to as customer-funded development [06:51] Obstacles remain for moving upmarket Outbound is not going as well as it used to. Inbound has been fine. It's a little down this month over the previous. Always be following up. Never letting go until you're explicitly told to go away. Making sure you never lose track of someone is like a huge win. [10:03] Moving past uncertainty There is still uncertainty. I think there's always that whether there's a pandemic or not. When you're first getting started and plugging along, there's always that kind of like tension, wondering how this month is going to be. We have plenty of signals that people are willing to pay us quite a bit more than they were paying us. When we started there, we were charging $29 or $39 a month, which in retrospect is just, you know, terrifying that we were priced that low. If we can get to that traction where, you know, we are selling 10 new customers per month at the price points that we're doing right now like it's a game-changer. [13:49] Restarting a services venture Brian and Scotty decided to dip their toes into the world of services with a virtual coordinator that would complement their software. The idea was to bring in some high-value clients and make some extra cash. And although they had to shelve it due to the COVID crisis, there's been some renewed interest. Initially, we thought of the services side as a way to get some revenue fast. This is pretty high touch services but finding a team to help with the services side. And then of course we'd be using the software. To also manage the services, which could potentially drive some of the features that we build for the software. The most important piece and that is going to be the process of setting up SOP and figuring out how I can best. Manage the services side. [19:23] Last week of TinySeed Tales So much knowledge gained and relationships built. It was a great year. I think not being able to meet in person in the year together feels like it's still, like, there's no closure. It does feel just sort of finished, not finished. Links from the show Gather | Website Brian Elliott | Twitter Thanks for listening to another episode of TinySeed Tales. If you haven't already, be sure to check out

In this episode, Rob talks with the founder of SegMetrics, Keith Perhac. SegMetrics is a SaaS product that helps users get clarity on where their leads come from, how they act, and how much their marketing is worth. We dive into the difference between SegMetrics and other options for attributing sales and revenue to traffic channels. We also go through Keith's background and learn about why he shut down his million-dollar marketing agency to double down on his SaaS. The topics we cover [04:28] Where does SegMetrics fit within the analytics and attribute market? [09:35] Why build a SaaS when you are running a 7 figure agency [12:56] Dealing with a growth plateau [21:28] Shifting focus to work on SegMetrics full-time [28:05] Frugality as a bootstrapper (and how it can backfire) Links from the show SegMetrics | Twitter SegMetrics | Website Keith Perhac | Twitter If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

Brian & Scottie Elliott are the husband & wife co-founders of Gather, an interior design project management app. Today's episode was recorded after the COVID-19 shelter in place orders went into effect. We talk with Brian and Scottie about how the pandemic has affected Gather as well as their life beyond the scope of their business. The topics we cover [01:10] How the pandemic has affected their lives beyond the scope of their business. Brian and Scottie live in Mexico Living in almost what feels like two worlds here. The ex-pat community is very tuned into what's happening in the US and sheltering in place [03:11] Current financial situation Our situation hasn't changed financially. I think that at the time we had hopes that we could raise some money or at least get alone. We're not even pursuing that at this point We're certainly used to bootstrapping and feeling that stress and coming up with interesting solutions to our cash problems. [05:57] High point or biggest wins since the last episode We have had a couple of requests for enterprise plans, one existing customer that has a lot of data that they need to be migrated over and they have a custom feature that they want Then a new customer who has a custom feature in data migration. It's unexpected. Feasibly you think they're going to cut back expenses, but larger deals are coming your way. The churn that we have had has been largely solo designers and smaller firms One of the things of going upmarket, the typical pattern is there price sensitive, they churn less. We've had a lot of inbound interest and a lot of them are saying things like now that we're home working remotely, we're sort of investigating better ways to work online [09:21] Impacts from the COVID-19 crisis and biggest setbacks so far Across the portfolio of companies that are part of TinySeed, there is about 15% that are having real struggles with the impact of the pandemic on the industry they serve. Another 70% are waiting to see what happens, perhaps cutting back on expenses and generally seeing a growth plateau. Then, there's the 15% of companies for whom remote work is a boon and their growth is accelerating faster than ever. Gather has had to cut their developer contract in half Big features are kind of on hold for a little while Staying focused has just been difficult [13:54] Fears and hopes for the future I think my biggest fear is that the trend that we've seen this month as being a big uptick in sales and opportunities is just a flash in the pan. In different times, we might be able to pivot if we needed to, but because of our financial situation it's going to be hard for us to pivot out of it Looking forward to seeing how these enterprise deals play out Trying to figure out ways that we could get customers to pay for some of the features that we'd like to build Links from the show Gather | Website Brian Elliott | Twitter Thanks for listening to another episode of TinySeed Tales. If you haven't already, be sure to check out Season 1 of TinySeed Tales where we follow the Saas journey with Craig Hewitt of Castos.

On this episode, Rob talks through profit sharing, stock options, and equity and makes a comparison between these various approaches. If you are thinking of ways to incentivize team members as a bootstrapper, this episode is for you. The topics we cover [04:34] Bonuses [07:52] Equity Grants [11:47] Stock Options [20:09] Profit Sharing [26:09] Which is best for your SaaS? Links from the show Trends.vc Peldi Guilizzoni's Profit-Sharing Plan Rob Walling | Twitter If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

Brian & Scottie Elliott are the husband & wife co-founders of Gather, an interior design project management app. On this episode, Brian and Scottie share with us an update on their unexpected MRR growth, the psychology of raising prices, and the difficulty of making decisions amidst a mountain of unknowns. The topics we cover 01:07] Update on MRR growth since we last spoke Had a goal to grow a thousand dollars of MRR in a single month. Trailing 30 days is like $1,006. MRR is currently $8,200. Get caught up in the day to day to actually celebrate. Is good for us to stop and recognize that we have made a lot of progress. We're still burning more cash than we're making. [03:53] Closing a large 20-person enterprise deal They did do a trial. Then they bumped up to an enterprise plan. You can have your sights set on a goal and before long you might achieve it. But that's not the end of your journey. You're onto the next hurdle. This is one of the things I've found so difficult about starting this kind of company, your to do list is never clear and things don't end until you put someone in charge of the company or you sell it. [05:47] Raising prices, again. We've even raised twice. Don't get a lot of price objections. We have had to reject our previous customer avatar. Lower prices send a bad signal to them. The psychology of pricing, both at the founder level and also at the buyer level. This is a tried and true SaaS playbook. You start at the bottom of the market because you don't have a brand and no one's heard of you and your product is really early, and you don't have the features that you need. You price yourself pretty low. You get a little bit of ttraction, use that to make a better product. You'll find your positioning. You learn more about the market, and then you just go up, up, up from there. Lower price points, higher churn. A lot of people don't realize product market fit is not just building a product that people want and are willing to pay for. It's also having a good idea about your positioning and pricing and some idea of channels where you can reach future customers. You're making a lot of decisions quickly with incomplete information and you only know which ones work in retrospect. [12:21] Biggest wins so far and looking to the future In the beginning it felt a little bit scary and unknown when we were leaving, seeing the small teams. Biggest win: validating with these larger teams. Biggest win: we are selling into the kinds of firms that we hypothesized we could sell into. Doing these sales over the last couple of months has just taught me how to sell. [15:33] Biggest fear right now That we're going to run out of money. It's scary to see the bank account dwindle. Just figuring out how we can keep going and keep growing and even accelerate growth. How are we going to cross this bridge? Because we can see the green pastures on the other side. Navigating a world that I don't quite understand yet should be the title and subtitle and every subheading of being an entrepreneur. I'm most excited to see how we deal with this cash crunch that we're heading into. Links from the show Gather | Website Brian Elliott | Twitter Thanks for listening to another episode of TinySeed Tales. If you haven't already, be sure to check out Season 1 of TinySeed Tales wh...

Episode 518 of Startups For the Rest of Us is an experimental format where Anthony Blatner, a LinkedIn expert, live consults with John Samuelson, a B2B SaaS founder on advertising a SaaS business on LinkedIn. There's a wealth of knowledge in today's episode so if you are considering or have thought about LinkedIn ads, this episode is worth a listen. We'd love your feedback on this new format. Was it helpful? Let us know in the comments or on Twitter (@startupspod)! [BONUS] Download a LinkedIn campaign brief PDF developed during this episode The topics we cover [04:29] Should a B2B SaaS founder consider LinkedIn? [07:33] Scatterspoke's ideal customer profile [13:12] Ideal company size for Scatterspoke [21:16] Looking at adds other companies are running [24:43] Putting this together into a campaign [30:36] Audience size and example ads [36:19] Setting a budget for ads [22:59] Free trials on LinkedIn Links from the show Episode 517 | Married Co-founders Who Turned a Free Tool Into a Fast-Growing SaaS Product 2021 State of Independent SaaS Survey Modern Media Scatterspoke Scatterspoke,Modern Media | Twitter Scatterspoke,Modern Media | Website Anthony Blatner | Twitter If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher

On Episode 5 of TinySeed Tales, we learn about the success of their recent outbound email campaign. We also hear about their progress with raising their prices and transitioning away from Gather's solo pricing tier. The topics we cover [02:00] Checking in on the past few weeks A little bit of an emotional roller coaster We have definitely made some inroads with teams We haven't had the growth that we were hoping for Feeling a a little anxious about how it's all gonna play out. There's a time here where it's very uncertain because you're kind of leaving the solo practitioners behind, but you haven't quite reached product market fit. There's also a little bit of insecurity with the product It's a huge mind shift all together selling into these teams We were hoping for more of a spike and it's just been this slow, steady growth, which is not bad. It's growing as usual, but that's not helpful when you had to take all this risk [05:51] Patience can be dangerous Going forward Gather will be dropping their solar plan altogether. Half of their signups in the last month have come from their new cold email outreach campaign that's focused on larger teams. Had success from a customer development standpoint early on in the product before we ever even built anything. Brian was emailing tons of people and talking to them as much as I could We actually had quite a bit of traffic last month but the conversion rate was half what we usually have, so it just speaks to the fact that we aren't speaking to the right people right now. [07:31] Yet another pricing increase Currently they offer a tier at $99 a month and one at $159 a month, as well as a custom enterprise plan. That's way up from $39 a month, which was their lowest price plan when they joined TinySeed. My feeling is that price is not really an objection when we're selling to new people It'll be interesting to see, you know, if we do start getting price objections from at least the solo people, we kind of predict that we will. Next month we're planning on doing another potentially really big price jump. Raising prices is increasing the speed of learning and if it works, although it's a big gamble, the payoff is pretty In order to keep this up, like we would eventually need to hire some sales reps and some account executive types. But when we move into this double triple price thing, you know, like into the, let's say $250 average revenue per customer, Then the whole model shifts and changes and it looks way more interesting. [15:19] High points from last week We did have to literally within five minutes of each other team annual signups. Both of them were from our cold email outreach and they had both had demos and that felt really good We had an existing customer that's requested pricing for 20 teammates, so we provided a custom quote for them. But if they do decide to go ahead and sign on that, that will become our single largest customer, both in number of users in revenue as well. Links from the show Gather | Website Brian Elliott | Twitter

We're joined in this episode by the founding team of Scatterspoke, John Samuelson and Colleen Johnson. What started as a lark to learn new technology has now turned into a successful business with more than $12k MRR. In this episode, we learn how they turned a side project into a successful fulltime business. The topics we cover [02:09] The launch story behind Scatterspoke [10:02] Shifting to enterprise customers [16:17] The toll of working fulltime while trying to bootstrap Scatterspoke [18:01] Hiring out for development [26:00] Free plan and raising prices Links from the show Scatterspoke | Twitter Scatterspoke | Website Colleen Johnson | Twitter

Brian & Scottie Elliott are the husband & wife co-founders of Gather, an interior design project management app. Today we're going to dive into the stress that comes with entrepreneurship and how it shows up in their personal lives. Moving up from one customer segment to another is hard. Each customer segment is like an Island with a body of water between them. They're crossing that body of water from servicing one and two-person teams to serving larger architecture firms with 20 person teams. We hear how they are managing this difficult and stressful moment both as co-founders and as married partners. The topics we cover [01:40] Leveraging testimonials when moving upmarket It's an approach you should explore as early as possible when trying to move into a new segment of the market One of the reasons why trials are kind of a little bit lower this month is because some of the traffic that we've been getting is probably more geared towards the residential side and they're seeing this new messaging. You have two islands and a body of water in between them and its messaging and sales process and pricing and positioning and all that around going after one person, two-person teams versus a 10 person team and those are the two different islands. [06:09] Cold email experiments to attract larger teams Averaging 12-15 demos per week (initial goal was to get to 10) Finding one repeatable channel at this stage is huge Cold email has been the channel that has worked the best for Brian & Scottie Most businesses that start B2C end up transitioning to B2B and end up raising prices. Means less churn, fewer flakes for demos, better conversion.' Demo to trial isn't as high as they'd like it to be. One reason for this could be due to the longer sales process [11:27] Cashflow management We had a really good month last month -- the best month we've ever had. The biggest stress is just around the channels that we're investing in and wondering if they are going to perform like we want them to. These are challenges with going upmarket. First, you have to figure out if you have product-market fit with teams. Then you have to find a channel or two that work. If the channel works, do the people stick around and can you find enough people who sign up and stick around? Can you find them fast enough with the channels you have such that you don't run out of cash At the current burn rate we have about 6 months cash in the bank If pushed, would consider debt-equity or debt financing as a fallback option Founders do all sorts of things to maintain their runway, including credit card debt, personal loans, raising funding, even borrowing from their 401k. But with each of these, you have to weigh the risks to the business, as well as your personal financial situation. [18:09] Dealing with stress as entrepreneurs and a married couple The situation causes us to feel a little bit on edge and we have no one else to take it out on. Now we're being much more conscious of our personal spending ad so I think that has also manifested itself just a little bit in some additional stress because we're really tracking all of our expenses really tightly and we're making sure that we don't spend foolishly. No silver bullet for stress, but certainly meditation, exercise, and being aware that you are stressed. Even though there is this sort of stress and there's sort of some existential risks to this experiment that we're running, it also feels aligned with where we want to go as a family and as an exit plan from work life at some point. Links from the show

Matt Wensing returns for his third appearance on the podcast. He is the founder of Summit and was in TinySeed Batch 1. We dive into Matt's decision-making process for re-writing the entire codebase. We talk about choosing the right features to build, talking to your customers, starting with a blank slate vs templates, and much more. The topics we cover [06:48] How to handle customers that are not engaging [11:35] Figuring out the right features to build [19:24] Making the decision to re-write the codebase [31:27] The value of forecasting [33:18] Designing a sparse SaaS homepage Links from the show Out of Beta Things You Should Never Do, Part I Episode 450 | Founder Hotseat: Matt Wensing of SimSaaS on Making Consistent, Needle-Moving Progress Episode 491 | Hard Lessons Learned, Reaching High-Touch Prospects, Finding Advisors, and More Listener Questions Episode 489 | 15 Years to a SaaS Exit (Plus Why Forecasting is Crucial) Summit | Twitter Summit | Website Matt Wensing | Twitter If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. 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 | Stitcher