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Startups For the Rest of Us

Startups For the Rest of Us

350 episodes — Page 1 of 7

Episode 847 | What Second Time Founders Do Differently, Pricing AI Agents, and More Listener Questions (Rob Solo)

Aug 25, 202628 min

Episode 846 | Snail Mail, Cold Calling, Regulating Your Nervous System, and More Listener Questions (Rob Solo)

Aug 18, 202629 min

Episode 845 | Lifetime Deals Revisited, Building is Not the Hard Part, and Confirming an Idea is Worth Paying For (Rob Solo)

Aug 11, 202632 min

Episode 844 | Building a $1M+ ARR SaaS for Laundromats

Aug 4, 202642 min

Episode 843 | Success Patterns of $1M+ SaaS Founders

Jul 28, 202633 min

Episode 842 | What is the Future of SaaS in an AI World? (Rob Solo)

Jul 21, 202624 min

Episode 841 | One-time Payments, Growing a Step 2 Business, Positioning, and More Listener Questions (Rob Solo)

Jul 14, 202627 min

Episode 840 | 5 PM Revisited, Starting Over After Failure, Never Shipping, and More Listener Questions (Rob Solo)

Jul 7, 202632 min

Episode 839 | The Journey Growing Help Scout to $35M ARR

Jun 30, 202636 min

Episode 838 | 6 Key Takeaways From a TinySeed Batch Kick-Off

Jun 23, 202625 min

Episode 837 | How Do You Learn Product? and Optimizing Your Trial Funnel (with Ruben Gamez)

Jun 16, 202643 min

Episode 836 | The 5 A.I. Moats Acquirers Value Most

Jun 9, 202634 min

Episode 835 | The Right Way to Use AI in Your Startup Marketing

Jun 2, 202632 min

Episode 834 | Eric Ries Revisits The Lean Startup and Discusses How to Become Incorruptible

May 26, 202639 min

Episode 833 | Success Patterns of Nobel Laureates, Developing Expertise, and From Zero to $10k (A Rob Solo Adventure)

May 19, 202629 min

Episode 832 | Going Full-time, When to Pivot, Building With Young Kids, and More Listener Questions (Rob Solo)

May 12, 202634 min

Episode 831 | Written vs. Verbal Ad Copy, Selling Into a Low-Awareness Market, and More Listener Questions (Rob Solo)

May 5, 202643 min

Episode 830 | Breaking Through Plateaus, Zero-Click Marketing, and More from MicroConf 2026 (with Derrick Reimer)

Apr 28, 202635 min

Episode 829 | AI is Bad at Product, Top 5 Startup Success Factors, and the Beastie Boys (A Rob Solo Adventure)

Apr 21, 202630 min

Episode 828 | Am I Building a SaaS?, Serving Both B2C and B2B, Pricing, and More Listener Questions (Rob Solo)

Apr 14, 202641 min

Episode 827 | The Founder's Guide to Selling Your SaaS for What It's Actually Worth

Apr 7, 202640 min

Episode 826 | How to Find, Hire, and Work with Owner-Level Thinkers

How do you find someone who thinks like an owner, not just a task-doer? In this episode, Rob digs into a batch of listener questions about task level, project level, and owner level thinkers. He covers how to identify them, what they cost, where to find them, and why building a team of exceptional people creates a virtuous cycle that lifts everyone up. Topics we cover: (4:13) – Defining task, project, and owner level thinkers (7:32) – Are owner level thinkers born or built? (10:16) – Compensation ranges for owner level thinkers (11:53) – W2 vs. contractor for senior hires (15:53) – Do you actually need owner level thinkers? (17:36) – Where to find project and owner level thinkers (20:16) – How long to integrate them into your company (24:40) – How to identify them in job interviews (29:38) – Why you won't always get hires right Links from the show: Rob Walling's Essays Rob Walling’s Newsletter Rob Walling YouTube The SaaS Playbook Remote First Recruiting MicroConf TinySeed SaaS Institute 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

Mar 31, 202631 min

Episode 825 | Talking Tailwind CSS and Founder Fitness (with Adam Wathan)

What happens when AI starts competing with your open source business? In this episode, Rob Walling sits down with Adam Wathan, co-founder of Tailwind CSS, for a candid conversation about the dramatic revenue decline that forced Tailwind Labs to lay off most of their team. Adam shares the hard lessons learned from running a business based on one-time purchases, why he didn't see the slowdown coming, and how an honest podcast episode accidentally turned everything around. Then they switch gears entirely to talk about founder fitness: how Adam lost 70 pounds, his 15-minute weighted vest workouts, and why tracking strength gains can be more motivating than watching the scale. Episode Sponsor: Hiring engineers right now is kinda broken. AI resumes, fake profiles, people who look senior on paper but can't ship anything real. G2i cuts through all of that. They've pre-vetted over 8,000 engineers- not "we glanced at their GitHub" vetted, actually tested with live technical interviews. Contract or full-time- just tell them what you need and within days you're reviewing real candidates. And you get a risk-free trial. If it's not a fit, they'll replace the dev in 24 hours. G2i is trusted by companies like Meta, 1Password, and countless bootstrapped founders who need to move fast without making expensive mistakes. Get a 7-day free trial and $1,500 off when you mention Startups for the Rest of Us at https://www.g2i.co/rob ️ Want to attend their AI Miami in April? Use promo code use Rob50Off Topics we cover: (4:43) – Adam's history with Tailwind CSS (5:17) – Revenue decline and the "boiling frog" problem (8:30) – Making the hard decision to lay off the team (11:39) – The viral podcast episode and unexpected sponsors (13:07) – Should Tailwind have used recurring revenue? (21:20) – Enterprise pricing and team licenses (25:47) – What's next: Ui.sh and swimming downstream with AI (27:40) – Founder fitness: 15-minute weighted vest circuits (33:01) – Tracking strength gains as motivation (39:13) – Did getting fit make Adam a better founder? Links from the show: MicroConf Europe ┃Reykjavik, Iceland · Sept 21–23, 2026 Tailwind CSS Tailwind Labs ui.sh Adam's Morning Walk Podcast My Body Tutor Adam Wathan (@adamwathan)┃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

Mar 24, 202650 min

Episode 824 | Crowded Markets, Problem Aware, A Stolen Idea, and More Listener Questions (with Jordan Gal)

What do you do when a collaborator takes your idea and builds a competing product? In this episode, Rob Walling is joined by fan favorite Jordan Gal to answer listener questions on some of the trickiest challenges founders face. They cover financing decisions like using debt to bridge cash flow gaps, competing in markets flooded with vibe-coded apps, and what to do when a collaborator takes your idea and runs with it. Want to get your question answered? Submit it here for a future episode. Episode Sponsor: This episode is brought to you by Mercury Mercury is the banking solution I use across my businesses, from my personal single-member LLC to MicroConf and TinySeed. Traditional banking forces you to duct-tape tools together and work around slow, clunky processes. Mercury gives me a clean dashboard that shows exactly where each business stands at a glance. The interface is simple enough for daily banking and paying invoices, but powerful enough to handle multi-step approval workflows for large transfers. There's a reason more than 300,000 entrepreneurs have made the switch. It's free to get started with no in-person visits and no minimum balance. Apply online in minutes at mercury.com. Mercury is a fintech company, not an FDIC-insured bank. Banking services provided through Choice Financial Group and Column N.A., Members FDIC. Topics we cover: (3:50) – Jordan Gal on Rosie's multichannel launch (8:01) – Investing cash in slow-moving healthcare markets (10:32) – Using debt or credit against signed contracts (16:48) – Competing in crowded markets with vibe-coded apps (24:34) – Should you offer advisory shares to design partners? (30:38) – Selling to problem-aware but not solution-aware audiences (37:35) – When a collaborator steals your startup idea Links from the show: TinySeed SaaS Institute Stripe Capital The Play Bigger Book The SaaS Playbook Rob Walling's Books Rob Walling's Newsletter Rosie AI Jordan Gal (@JordanGal) | 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

Mar 17, 202655 min

Episode 823 | Hot Take Tuesday: Is A.I. Killing B2B SaaS?, ChatGPT Ads, OpenClaw

Is AI really killing B2B SaaS, or is it just subscription software by another name? In this Hot Take Tuesday, Rob Walling, Einar Vollset, and Tracy Osborn dig into the market panic around SaaS stocks, whether AI models are actually getting better, ChatGPT's move into advertising (and Anthropic's spicy response), and the explosion of OpenClaw. They also tackle QSBS and when SaaS acquisitions shift from asset to stock purchases. Episode Sponsors: This episode is brought to you by Mercury Mercury is the banking solution I use across my businesses, from my personal single-member LLC to MicroConf and TinySeed. Traditional banking forces you to duct-tape tools together and work around slow, clunky processes. Mercury gives me a clean dashboard that shows exactly where each business stands at a glance. The interface is simple enough for daily banking and paying invoices, but powerful enough to handle multi-step approval workflows for large transfers. There's a reason more than 300,000 entrepreneurs have made the switch. It's free to get started with no in-person visits and no minimum balance. Apply online in minutes at mercury.com. Mercury is a fintech company, not an FDIC-insured bank. Banking services provided through Choice Financial Group and Column N.A., Members FDIC. If you’ve got a strong vision but no technical partner, you need more than a “vibe-coded” MVP, you need a real foundation. That’s where Designli comes in. Their two-week SolutionLab Prototyping Sprint pairs you with a product owner, designer, and developer to turn your idea into a beautiful, clickable prototype you’ll be proud to show investors or early users. Right now, Startups for the Rest of Us listeners get $3,800 off their sprint. Get started at designli.co/fortherestofus Topics we cover: (3:52) – M&A guide for B2B SaaS founders (6:35) – QSBS and asset vs. stock purchase thresholds (9:25) – Is AI killing B2B SaaS? (16:27) – Are AI models noticeably better than a year ago? (17:27) – ChatGPT vs. Claude: real-world experiences (26:17) – ChatGPT ads and Anthropic's Super Bowl response (29:34) – The opportunity for SaaS founders in new ad networks (32:29) – OpenClaw: hype or substance? Links from the show: MicroConf US April 12-14, 2026 · Portland, Oregon Discretion Capital’s M&A Guide TinySeed SaaS Institute AI is Killing B2B SaaS by Namanyay Goel OpenClaw is What Apple Intelligence Should Have Been by Jake Quist Rob Walling @robwalling | X Einar Vollset @einarvollset | X Tracy Osborn (tracymakes) | Blue Sky 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...

Mar 10, 202641 min

Episode 822 | No-code vs. A.I. Coding, SaaS Margins in the A.I. Age, and More Listener Questions (with Derrick Reimer)

Should you build your SaaS with no-code tools, or is AI coding the better path forward? In this episode, Rob is joined by fan favorite Derrick Reimer to tackle listener questions on no-code vs. AI vibe coding, when to take small funding early vs. pure bootstrapping, whether SaaS margins will compress as AI makes building cheaper, and how to get truly useful feedback from your customers. Want to get your question answered? Submit it here for a future episode. Episode Sponsor: Hiring engineers right now is kinda broken. AI resumes, fake profiles, people who look senior on paper but can't ship anything real. G2i cuts through all of that. They've pre-vetted over 8,000 engineers- not "we glanced at their GitHub" vetted, actually tested with live technical interviews. Contract or full-time- just tell them what you need and within days you're reviewing real candidates. And you get a risk-free trial. If it's not a fit, they'll replace the dev in 24 hours. G2i is trusted by companies like Meta, 1Password, and countless bootstrapped founders who need to move fast without making expensive mistakes. Get a 7-day free trial and $1,500 off when you mention Startups for the Rest of Us at https://www.g2i.co/rob ️ Want to attend their AI Miami in April? Use promo code Rob50Off Topics we cover: (2:18) – No-code vs. AI vibe coding for SaaS (7:55) – What Rob would do as a non-developer today (11:10) – Will you have to rewrite AI or no-code apps later? (17:08) – Taking small funding early vs. bootstrapping (21:29) – De-risking before taking funding (27:42) – Will AI compress SaaS margins? (31:32) – Why brand and positioning still win (37:38) – Expanding your value chain with AI (39:47) – Getting actionable feedback from customers Links from the show: MicroConf Europe 2026 – Join us in Reykjavík, Iceland (Sept 21–23) Discretion Capital - M&A Advisory for B2B SaaS with $2-25m ARR SavvyCal SavvyCal Appointments TinySeed Derrick Reimer (@derrickreimer) | 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

Mar 3, 202651 min

Episode 821 | How to Do Founder-Led Marketing (with Jay Clouse)

Is founder-led marketing right for your SaaS, or just a distraction? In this episode, Rob Walling sits down with Jay Clouse, founder of Creator Science, to explore founder-led marketing. They dig into how Jay overcame his own limiting beliefs about creativity, why most SaaS founders probably shouldn't pursue content creation, and how to evaluate whether building an audience makes sense for your specific business. This is part one of a two-part conversation. Head to the Creator Science podcast to hear Jay interview Rob about SaaS, being a creator, and how he prioritizes his time. Episode Sponsors: This episode is brought to you by Mercury Mercury is the banking solution I use across my businesses, from my personal single-member LLC to MicroConf and TinySeed. Traditional banking forces you to duct-tape tools together and work around slow, clunky processes. Mercury gives me a clean dashboard that shows exactly where each business stands at a glance. The interface is simple enough for daily banking and paying invoices, but powerful enough to handle multi-step approval workflows for large transfers. There's a reason more than 300,000 entrepreneurs have made the switch. It's free to get started with no in-person visits and no minimum balance. Apply online in minutes at mercury.com. Mercury is a fintech company, not an FDIC-insured bank. Banking services provided through Choice Financial Group and Column N.A., Members FDIC. Need to ship faster without expanding your team? Gearheart is an AI-powered product studio that helps startups build B2B SaaS apps and AI agents, fast. Their team ships at twice the speed of traditional dev shops and understands how to work within startup constraints. Whether you need a fractional CTO or experienced engineers to accelerate development, Gearheart plugs directly into your workflow and delivers. They’ve built 70+ products, including SmartSuite, which raised $38M and is used by companies like Capital One. As a listener, you get the first 20 hours of development free when you mention the podcast. gearheart.io Topics we cover: (3:17) – What is Creator Science and who it serves (6:49) – “I’m not creative”: Jay’s mindset shift + advice for founders (11:38) – Examples of ultra-niche creator businesses (13:54) – Why founders should create content for customers (not other founders) (19:02) – Discovery vs. relationship channels: where attention actually comes from (20:10) – Who Should Pursue Founder-Led Marketing? (24:17) – Picking platforms based on where your customers already are (31:43) – Founder-involved vs. founder-led marketing Links from the Show: MicroConf Europe┃Reykjavik, Iceland · Sept 21-23 Creator Science Creator Science Podcast (Part two of this conversation) Jay Clouse┃LinkedIn

Feb 24, 202633 min

Episode 820 | When to Quit Your Day Job, A.I. Feasibility Risk, and More Listener Questions (Rob Solo)

When do you finally quit your day job and go all-in on your startup? In this solo episode, Rob Walling answers listener questions about when it’s worth taking funding to speed up your path to full-time, how to think about equity when a co-founder joins late, and whether A.I. is shifting startup risk from market risk to feasibility risk. He also breaks down how to treat a low-priced, high-churn plan as “cheapium,” when to kill it, and how to test freemium without making a decision you can’t undo. Want to get your question answered? Drop it here. Episode Sponsor: Hiring engineers shouldn’t feel like sorting through AI-polished resumes. G2i cuts through all of that. They’ve pre-vetted over 8,000 engineers, all with 5+ years of real experience, and they run live, human-led technical interviews to verify actual skills. No time wasters. No guesswork. Just solid developers who can deliver. G2i is trusted by companies like Meta, Microsoft, and countless bootstrapped founders who need to move fast without making expensive mistakes. Get a 7-day free trial and $1,500 off when you mention Startups for the Rest of Us at https://www.g2i.co/rob Topics we cover: (2:48) – When is it time to quit your day job, and should you raise funding to do it faster? (4:35) – The “emotional runway” problem (and why bootstrappers burn out) (10:06) – Equity splits: when to talk about it, and what actually matters (13:57) – Late co-founder vs. business partner: how traction changes the % (18:34) – Is A.I. increasing feasibility risk (aka tech risk) for startups? (25:01) – Should a cheap, high-churn plan be treated like a marketing channel? (26:19) – “Cheapium” pricing: when to keep it, kill it, or test freemium Links from the Show: Apply to TinySeed - Applications are until Feb 17th, 2026 The SaaS Playbook by Rob Walling MicroConf - Community for SaaS Founders Slicing Pie by Mike Moyer Die With Zero by Bill Perkins 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

Feb 17, 202632 min

Episode 819 | QSBS, Exit Multiples, How to Learn Marketing, and More Listener Questions (Rob Solo)

Could your business structure quietly cost you millions when you sell? In this solo episode, Rob Walling answers listener questions about when QSBS might justify a C Corp (vs. staying an S Corp or LLC), why SaaS exits are often discussed in ARR multiples rather than EBITDA, and how the profitability/growth tradeoff impacts valuation. He also shares thoughts on GMV-based pricing and where developers can learn practical, non-fluffy marketing skills. Episode Sponsors: This episode is brought to you by Mercury Mercury is the banking solution I use across my businesses, from my personal single-member LLC to MicroConf and TinySeed. Traditional banking forces you to duct-tape tools together and work around slow, clunky processes. Mercury gives me a clean dashboard that shows exactly where each business stands at a glance. The interface is simple enough for daily banking and paying invoices, but powerful enough to handle multi-step approval workflows for large transfers. There's a reason more than 300,000 entrepreneurs have made the switch. It's free to get started with no in-person visits and no minimum balance. Apply online in minutes at mercury.com. Mercury is a fintech company, not an FDIC-insured bank. Banking services provided through Choice Financial Group and Column N.A., Members FDIC. If you’ve got a strong vision but no technical partner, you need more than a “vibe-coded” MVP, you need a real foundation. That’s where Designli comes in. Their two-week SolutionLab Prototyping Sprint pairs you with a product owner, designer, and developer to turn your idea into a beautiful, clickable prototype you’ll be proud to show investors or early users. Right now, Startups for the Rest of Us listeners get $3,800 off their sprint. Get started at designli.co/fortherestofus Topics we cover: (3:30) – How the QSBS tax benefit can save you millions (7:40) – C Corp vs. S Corp: which structure makes sense for founders (9:39) – Why ARR multiples matter more than EBITDA in SaaS (13:13) – Profitability as a drain on growth (17:48) – Should co-founders join the same mastermind? (19:16) – How to leverage GMV-based pricing in SaaS (22:48) – The best way for developers to learn real marketing skills (31:28) – Why every founder should master sales and marketing early Links from the Show: TinySeed Applications Live Q&A - February 11th, 10:00 AM EST Apply to TinySeed - Applications are until Feb 17th, 2026 The SaaS Playbook by Rob Walling MicroConf - Community for SaaS Founders Conversion Factory TinySeed Mentors Rob Walling on X (@robwalling) 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:

Feb 10, 202633 min

Episode 818 | What Does It Take to Be Successful? with Russ Walling

Is perfectionism quietly sabotaging your career or startup dreams? In this episode, Rob Walling talks with his brother, Russ Walling, about the mindset and habits that shape long-term success from overcoming perfectionism to building resilience and learning to make tough calls without all the answers. They discuss how growing up with a shared emphasis on hard work, sports, and achievement created both strengths and struggles and how lessons learned in construction, poker, and entrepreneurship still apply to building great companies today. Episode Sponsor: Hiring engineers shouldn’t feel like sorting through AI-polished resumes. G2i cuts through all of that. They’ve pre-vetted over 8,000 engineers, all with 5+ years of real experience, and they run live, human-led technical interviews to verify actual skills. No time wasters. No guesswork. Just solid developers who can deliver. G2i is trusted by companies like Meta, Microsoft, and countless bootstrapped founders who need to move fast without making expensive mistakes. Get a 7-day free trial and $1,500 off when you mention Startups for the Rest of Us at https://www.g2i.co/rob Topics we cover: (04:10) – How early lessons in hard work and sports shaped mindset (07:46) – Learning to be comfortable being uncomfortable (12:03) – The dark side of perfectionism (16:51) – Overcoming fear of failure and learning to take risks (19:04) – What poker taught Russ about risk and decision-making (21:52) – The Armageddon Beer story (28:53) – Why both brothers chose entrepreneurship (31:08) – Redefining leadership: collaboration over fear (35:24) – The three traits that drive lasting success (43:45) – Why hard work is still the ultimate differentiator Links from the Show: Discretion Capital M&A Advisory for SaaS Founders doing $2-25M The SaaS Playbook by Rob Walling 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

Feb 3, 202655 min

Episode 817 | Bootstrapping in the Age of AI with Jason Cohen

How would a 2x unicorn founder build his next startup with AI? In this episode, Rob Walling sits down with Jason Cohen, founder of SmartBear and WP Engine, to talk about building billion-dollar businesses, the future of AI for founders, and what makes small companies thrive even when the odds are stacked against them. They dig into the early days of WP Engine, how Jason develops his frameworks, why execution beats ideas, and Jason’s framework for identifying “hidden multipliers” small, systematic changes that make an outsized impact. Episode Sponsor: Hiring engineers shouldn’t feel like sorting through AI-polished resumes. G2i cuts through all of that. They’ve pre-vetted over 8,000 engineers, all with 5+ years of real experience, and they run live, human-led technical interviews to verify actual skills. No time wasters. No guesswork. Just solid developers who can deliver. G2i is trusted by companies like Meta, Microsoft, and countless bootstrapped founders who need to move fast without making expensive mistakes. Get a 7-day free trial and $1,500 off when you mention Startups for the Rest of Us at https://www.g2i.co/rob Topics we cover: (03:45) – The core idea behind Hidden Multipliers (09:24) – Writing as a way of thinking (12:34) – Why sharing your frameworks matters (14:14) – The origin of “Designing the Ideal Bootstrap Business” (18:10) – The hidden weak links in every startup (21:25) – De-risking and niching down effectively (24:56) – Why narrowing your focus expands your reach (26:24) – Building WP Engine in a commodity market (29:37) – Out-executing funded competitors (31:52) – Finding product–market resonance through pricing (32:40) – How brand actually develops (37:54) – Building in the age of AI: pitfalls and opportunities (41:52) – The three categories of AI startups today (46:02) – Why 10x improvement is the new baseline for differentiation (49:19) – The real moat in the age of AI Links from the Show: MicroConf US 2026 – Portland, April 14–16, 2026 Promo Code: Rob50 for $50 off The SaaS Playbook PREORDER Hidden Multipliers by Jason Cohen Designing the Ideal Bootstrapped Business with Jason Cohen A Smart Bear Blog Jason Cohen (@asmartbear) | 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

Jan 27, 202653 min

Episode 816 | Developing an Editorial Eye, The Right Kind of Stubborn, and The Power of Focus (A Rob Solo Adventure)

Have you ever pushed so hard on an idea that you missed the signal to change direction? In this solo episode, Rob Walling covers a wide range of topics and dives into three areas every founder should master: how to develop an editorial eye (or “taste”), the difference between persistence and obstinance, and why focus, not diversification remains the hardest, most valuable entrepreneurial skill. Episode Sponsor: Hiring engineers shouldn’t feel like sorting through AI-polished resumes. G2i cuts through all of that. They’ve pre-vetted over 8,000 engineers, all with 5+ years of real experience, and they run live, human-led technical interviews to verify actual skills. No time wasters. No guesswork. Just solid developers who can deliver. G2i is trusted by companies like Meta, Microsoft, and countless bootstrapped founders who need to move fast without making expensive mistakes. Get a 7-day free trial and $1,500 off when you mention Startups for the Rest of Us at https://www.g2i.co/rob Topics we cover: (1:55) – How to develop an “editorial eye” (and why it matters for founders) (7:03) – When to get out of the way and let true experts lead (8:07) – Why your product must start with a real problem (not just an idea) (9:11) – Paul Graham’s The Right Kind of Stubborn: persistence vs. obstinance (12:03) – Are you attached to your goal or just your first idea? (13:44) – How great founders adapt to new data without losing momentum (14:44) – Sam Parr on why “constant switching will kill you” (16:30) – Focus as a founder’s hardest and most valuable skill (16:49) – Why “Triple, Triple, Double, Double” isn’t dead (despite VC takes) (18:34) – The problem with clickbait startup advice Links from the Show: MicroConf Europe 2026 – Join us in Reykjavík, Iceland (Sept 21–23) - Promo Code: ROB50 The Mom Test by Rob Fitzpatrick Paul Graham: “The Right Kind of Stubborn” Sam Parr (@thesamparr) | X Harry Stebbings (@HarryStebbings) | X Rob Walling YouTube Channel The SaaS Playbook 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: iTune...

Jan 20, 202622 min

Episode 815 | Unexpected Skills Your Day Job Can Teach You About Entrepreneurship (Rob Solo)

Can your 9-to-5 job secretly prepare you to be a founder? In this solo episode, Rob Walling shares 11 unexpected lessons from his own day jobs, from courier to electrician to engineering manager, and how each role quietly taught him skills that shaped his success as a SaaS founder. He dives into the value of curiosity, self-education, and learning to lead before you ever start a company. Episode Sponsor: If you’ve got a strong vision but no technical partner, you need more than a “vibe-coded” MVP, you need a real foundation. That’s where Designli comes in. Their two-week SolutionLab Prototyping Sprint pairs you with a product owner, designer, and developer to turn your idea into a beautiful, clickable prototype you’ll be proud to show investors or early users. Right now, Startups for the Rest of Us listeners get $3,800 off their sprint. Get started at designli.co/fortherestofus Topics we cover: (2:03) – Why every day job can teach entrepreneurial skills (4:44) – Lesson #1: Figuring things out when instructions are unclear (7:27) – Lesson #2: Learning to respect other people’s time (9:05) – Lesson #3: How early self-education compounds over time (11:33) – Lesson #4: Embracing hard, unglamorous work (14:09) – Lesson #5: Why experience always beats credentials (16:42) – Lesson #6: Letting the buck stop with you (17:44) – Lesson #7: Knowing when to cut corners (and when not to) (20:11) – Lesson #8: Finding the right people to work with (21:33) – Lesson #9: Managing and motivating people as a learned skill (23:53) – Lesson #10: Turning hiring and firing into Founder superpowers (26:11) – Lesson #11: The value of exposure to well-run systems Links from the Show: MicroConf Mastermind Matching – Apply before January 16th The SaaS Playbook by Rob Walling Good to Great by Jim Collins Seven Habits of Highly Effective People by Stephen R. Covey Think and Grow Rich by Napoleon Hill MicroConf 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:

Jan 13, 202630 min

Episode 814 | How to Beat a Venture-Backed Competitor (with Laura Roeder)

What’s it take for a bootstrapped SaaS to beat a competitor with $10M in venture funding? In this episode, Rob Walling talks with Laura Roeder, founder of Paperbell, about how her lean, fully-bootstrapped team outlasted and outperformed a VC-funded rival. They discuss what the venture-backed company got wrong, how Paperbell focused on the right customers, and why efficiency still beats funding. Topics we cover: (3:52) – Competing against a $10M-funded startup (8:45) – Why “self-serve SaaS on hard mode” was worth it (14:36) – How over-investing in engineering killed their competitor (19:04) – The real problem with under-investing in marketing (21:19) – Why some SaaS markets can’t scale upmarket (24:13) – Why some markets are perfect for bootstrappers (28:42) – How big funding rounds create false signals (30:24) – The behind-the-scenes of a potential acquisition deal (33:26) – How Paperbell became the market leader Links from the Show: MicroConf Mastermind Matching The SaaS Playbook by Rob Walling Paperbell Laura Roeder (@lkr) | 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

Jan 6, 202636 min

Episode 813 | SaaS Predictions for 2026 (+ Reflections on 2025)

How will AI, SEO, and market shifts change SaaS next year? In this solo episode, Rob Walling revisits his predictions for 2025, what he got right, what he totally missed and shares nine new predictions for 2026. He reflects on trends shaping bootstrapped SaaS, from the rise of AI-first startups to the challenges facing horizontal SaaS founders. Interested in Sponsoring this Podcast? If your product or service helps SaaS founders, bootstrappers, or indie entrepreneurs, you can reach thousands of listeners each week through Startups for the Rest of Us. Email us at [email protected] Topics we cover: (1:09) – Lessons from common SaaS plateaus and the Core Four framework (4:39) – Rating his 2025 predictions: what came true (and what didn’t) (12:46) – Prediction #1: Horizontal SaaS will face major headwinds (15:56) – Prediction #2: Overreliance on SEO will hurt SaaS founders (16:26) – Prediction #3: Top brands will dominate as AI narrows discovery (21:04) – Prediction #4: The AI VC bubble won’t burst in 2026 (21:47) – Prediction #5: Open source AI models will double in usage (22:28) – Prediction #6: A major no code platform will struggle or shut down (23:33) – Prediction #7: M&A for small SaaS startups will accelerate (24:31) – Prediction #8: Bitcoin will hit a new all-time high (25:31) – Prediction #9: Stripe will not go public (again) (26:26) – Reflections on MicroConf and TinySeed milestones Links from the Show: MicroConf US – Portland, April 2026 Rob Walling YouTube Channel Apply to TinySeed TinySeed Portfolio The SaaS Playbook 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

Dec 30, 202528 min

Episode 812 | The 2025 State of TinySeed

After funding 210+ B2B SaaS companies, what patterns have emerged? In this episode, Rob Walling shares the 2025 State of TinySeed, from its first fund in 2018 to a global portfolio of over 210 B2B SaaS companies. He reflects on TinySeed’s growth, what the data reveals about today’s founders, funding trends, and the rise of AI-first startups. Topics we cover: (1:46) – How TinySeed began and the doubts it faced (3:51) – Growing to 210+ portfolio companies and $60M raised (11:15) – The rise of AI-first startups and “vibe-coded” apps (13:09) – Record application numbers and founder trends in 2025 (19:58) – Why vertical SaaS is outperforming horizontal SaaS (21:59) – The importance of founder community and shared experience (25:06) – How TinySeed and MicroConf create long-term founder connections Links from the Show: Apply to TinySeed Invest in TinySeed TinySeed MentorsAccelerator Program Details — TinySeed TinySeed Portfolio The SaaS Playbook by Rob Walling MicroConf - Community for Bootstrapped SaaS Founders 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

Dec 23, 202528 min

Episode 811 | When to Delegate the "Core Four SaaS Skills," Freemium Retention Rates, and More Listener Questions (A Rob Solo Adventure)

How do you step back from daily decisions without losing control of your SaaS? In this episode, Rob Walling answers listener questions about when to delegate key founder skills, whether great founders can succeed with any idea, and the limits of no-code or “vibe-coded” apps. To help answer one question, he calls up Ruben Gamez to get his insights on what “good” freemium retention really looks like and why the shape of your retention curve matters more than the number itself. Want to get your question answered? Drop it here. Episode Sponsor: Struggling to make Google Ads work for your SaaS? You’re faced with an impossible choice: spend thousands on an agency or waste months learning from outdated YouTube videos. That’s why Max Sinclair, a five-year MicroConf attendee, built SaaS Ads Studio a software platform that combines AI with proven ad agency expertise to help SaaS founders launch, write, and optimize Google Ads campaigns. Think of it as an agency team in a box that gets you to a profitable Google Ads engine in about six months. Start for free at saasadsstudio.com and be one of the first 50 listeners to use code ROBWALLING for 50% off your first year. Topics we cover: (2:51) – What’s a “good” freemium retention rate? (4:59) – How freemium retention differs for mobile vs. SaaS apps (9:51) – When to start delegating the Core Four SaaS skills (12:53) – How to hand off sales, marketing, product, and dev the right way (23:28) – Can great founders succeed with any product idea? (29:34) – Should founders avoid building on no-code or third-party platforms? Links from the Show: MicroConf Connect TinySeed SaaS Institute The SaaS Playbook SaaS Launchpad SignWell Ruben Gamez | LinkedIn 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

Dec 16, 202534 min

Episode 810 | The Best A.I. Coding Stack, Shipping Fast, and More Listener Questions (With Derrick Reimer)

How much design polish is really enough? In this episode, Rob Walling is joined by fan favorite Derrick Reimer for a new round of listener questions. They dig into the best AI coding stacks right now, how to ship fast without losing polish, whether AI is changing the kind of risk founders face, and when to start taking security seriously. Episode Sponsor: Are you a non-technical founder with solid revenue and real traction, but your technology is holding you back? You should check out today's sponsor, Designli. They specialize in helping founders like you who are stuck with messy code, unclear roadmaps, or a dev team that just doesn’t get it. And for listeners of the pod, Designli is offering their Impact Week completely free. That’s a one-week, no-obligation audit where their team dives into your code, your design system, and your product roadmap to show you exactly what’s working, what’s broken, and what needs to happen next. If it’s a fit, you can move on to SolutionLab, a three-week sprint where Designli takes over your codebase and architects a real roadmap for growth, led by a full-time, cross-functional team. If your tech is the bottleneck to your next stage of growth, check them out at https://designli.co/fortherestofus. Topics we cover: (2:03) – What’s the best A.I. coding stack for developers right now? (11:14) – How can solo founders ship fast without sacrificing polish? (21:55) – Is A.I. shifting startup risk from market fit to feasibility? (31:44) – When should SaaS founders start worrying about security? (44:30) – SavvyCal’s latest product expansion Links from the Show: Call for Speakers – Apply to speak at MicroConf US in Portland Claude Code Windsurf Cursor GitHub Copilot VS Code Visual Studio SavvyCal Appointments Derrick Reimer | LinkedIn Derrick Reimer (@derrickreimer) | 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

Dec 9, 202553 min

Episode 809 | What I Learned Diving into A.I. for 100 Days (with Craig Hewitt)

What are the can't-miss AI tools for SaaS founders? In this episode, Rob Walling sits down with Craig Hewitt, founder of Castos, to dive deep into Craig’s “100 Days of AI” YouTube series. They discuss the lessons learned from exploring the latest AI tools for founders, why ChatGPT might not be the best option for SaaS entrepreneurs, and which AI platforms are actually moving the needle. Rob and Craig also chat about the realities of AI agents, the challenges of building a second product after hitting a growth plateau, and Craig’s approach to evaluating new opportunities as he looks to expand beyond podcast hosting. Episode Sponsor: AI is transforming how people discover brands and Ahrefs is helping SaaS companies stay ahead. They’ve just launched Brand Radar, a new tool that lets you track your visibility in AI platforms like ChatGPT, Perplexity, and Google’s AI Overviews. See how you stack up against competitors, monitor reputation, and build authority across search, social, and AI. No more cobbling together tools. Ahrefs brings it all into one powerful SaaS marketing platform, backed by 15+ years of real-world web data and marketing-savvy AI. Try it free at ahrefs.com/awt. Topics we cover: (03:28) – 100 Days of AI YouTube series, biggest surprises and key takeaways (08:20) – Claude Code, ChatGPT, and Manus: Which AI tools work best for founders (13:00) – Practical AI workflows in content production and automation (18:35) – AI agent cuts customer support in half (21:27) – Burnout and breakthroughs from publishing 100 videos in 100 days (25:43) – Craig’s new AI projects and what’s next (30:14) – Three new product ideas under evaluation (33:09) – The pros, cons, and emotions behind launching a second product Links from the Show: MicroConf US 2026- April 12-14, 2026 · Portland US TinySeed’s SaaS Institute Claude Code (by Anthropic) Manus Creator Hooks Cursor HelpScout DocsBot LinkBerry.ai – Craig’s new tool for LinkedIn content creation Castos Craig Hewitt | YouTube Craig Hewitt | LinkedIn Craig Hewitt (@TheCraigHewitt) | 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

Dec 2, 202539 min

Episode 808 | A $500k "Step 1" Business, When to Consider SOC2, and More Listener Questions

Is it time to sell, autopilot, or double down on your plateaued SaaS business? In this episode, Rob Walling tackles listener questions and shares practical frameworks for what to do when your product hits a plateau, explains why “autopilot” often leads to decline, and outlines when founders should seriously consider SOC 2 compliance. Rob also talks about balancing a startup with a newborn, the real value of open source and IP, and the risks and rewards of building MVPs in exchange for equity. Want to get your question answered? Drop it here. Episode Sponsor: Need to ship faster without expanding your team? Gearheart is an AI-powered product studio that helps startups build B2B SaaS apps and AI agents, fast. Their team ships at twice the speed of traditional dev shops and understands how to work within startup constraints. Whether you need a fractional CTO or experienced engineers to accelerate development, Gearheart plugs directly into your workflow and delivers. They’ve built 70+ products, including SmartSuite, which raised $38M and is used by companies like Capital One. As a listener, you get the first 20 hours of development free when you mention the podcast. gearheart.io Topics we cover: (2:34) – What to do with a plateaued $500k B2C app (4:28) – Founder motivation, business longevity, and the myth of autopilot (13:15) – Should you offer MVP development in exchange for equity? (14:04) – Equity risks, upside, and how to protect yourself (18:00) – When SOC2 compliance actually matters for founders (21:08) – Balancing a new baby, a job, and SaaS ambitions (24:38) – Can open source IP help bootstrappers stand out? (25:25) – Why differentiation and marketing matter more than patents or code Links from the Show: Discretion Capital – M&A Advisory for B2B SaaS with $2-25m ARR MicroConf Connect TinySeed SaaS Institute 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 25, 202529 min

Episode 807 | The "Core Four" SaaS Skills and Knowing When You Should Find a Co-founder (A Rob Solo Adventure)

Is hiring a sales and marketing co-founder the secret sauce for technical SaaS founders? In this solo episode, Rob Walling tackles a fresh batch of listener questions, starting with one of the most common dilemmas for technical founders: should you hire a sales and marketing co-founder or go it alone? He introduces his “Core Four” mental model, the essential skills every SaaS team needs early on, and shares insights on dealing with enterprise clients who keep moving the goalposts, handling a flood of non-ICP users, and a heartfelt message from a listener who just exited their startup. Want to get your question answered? Drop it here. Episode Sponsor: Are you looking to hire world-class engineering talent without the headache? You should check out today’s sponsor, G2i. They give you access to over 8,000 pre-vetted developers, no AI-generated resumes, no time wasters, just experienced engineers with at least five years of proven results. G2i handles the vetting for you, including customized live technical interviews so you can see how a candidate would actually work with your team. Trusted by companies like Meta, Microsoft, and Shopmonkey, and especially helpful for first-time founders who need to get hiring right the first time. As a listener, you’ll get a 7-day free trial plus $1,500 off your first invoice when you mention this podcast. Head over to https://www.g2i.co/microconf to get started. Topics we cover: (3:11) – Should you find a co-founder for sales and marketing? (5:29) – What are the Core Four SaaS Skills? (11:41) – Can you succeed without mastering all four, or should you outsource? (16:39) – Why sales-led growth might outperform self-serve SaaS (21:48) – Dealing with big companies who change your contract terms (27:06) – What to do with thousands of unqualified signups Links from the Show: Discretion Capital – M&A for B2B SaaS Exit Strategy by Sherry & Rob Walling MicroConf - SaaS Community TinySeed - SaaS Institute 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 18, 202533 min

Episode 806 | Bootstrapping Missive to $8M ARR Over 10 Years

Can a small team really bootstrap to $8M ARR in a crowded SaaS market? In this episode, Rob Walling chats with Philippe Lehoux about how he and his co-founders bootstrapped Missive, a collaborative email and team inbox tool. They deep dive into landing early customers, unique horizontal positioning, content-driven growth, enterprise sales, and how to compete with VC-backed competition. Episode Sponsor: Are you a non-technical founder with solid revenue and real traction, but your technology is holding you back? You should check out today's sponsor, Designli. They specialize in helping founders like you who are stuck with messy code, unclear roadmaps, or a dev team that just doesn’t get it. And for listeners of the pod, Designli is offering their Impact Week completely free. That’s a one-week, no-obligation audit where their team dives into your code, your design system, and your product roadmap to show you exactly what’s working, what’s broken, and what needs to happen next. If it’s a fit, you can move on to SolutionLab, a three-week sprint where Designli takes over your codebase and architects a real roadmap for growth, led by a full-time, cross-functional team. If your tech is the bottleneck to your next stage of growth, check them out at https://designli.co/fortherestofus. Topics we cover: (2:05) – Missive’s $8M ARR journey and email pivot (6:02) – Early idea and first customers (11:16) – Unique positioning: horizontal vs. vertical (13:41) – How they prioritize features (15:39) – Why they stayed bootstrapped and decline funding (20:25) – Content strategy and “vs” pages (21:39) – Affiliate program driving 30% of growth (25:24) – Challenges and benefits of being horizontal (30:28) – Enterprise sales and pricing (32:06) – Scaling with SOC 2 compliance Links from the Show: SaaS Institute MicroConf YouTube channel Missive Philippe Lehoux | LinkedIn Philippe Lehoux (@plehoux) | 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

Nov 11, 202533 min

Episode 805 | Gatekeeping vs. Paying Dues, Raw Material, and Surrounding Yourself with the Right People (A Rob Solo Adventure)

How much does your startup idea matter compared to your execution? In this solo episode, Rob Walling covers several founder-focused topics: the difference between gatekeeping and paying your dues, why raw material beats polish, and why successful people don't mind others winning. He also shares a listener's exit story, discusses optimism in founder communities, and talks about the mix of luck, skill, and hard work needed to build something that lasts. Episode Sponsor: AI is transforming how people discover brands and Ahrefs is helping SaaS companies stay ahead. They’ve just launched Brand Radar, a new tool that lets you track your visibility in AI platforms like ChatGPT, Perplexity, and Google’s AI Overviews. See how you stack up against competitors, monitor reputation, and build authority across search, social, and AI. No more cobbling together tools. Ahrefs brings it all into one powerful SaaS marketing platform, backed by 15+ years of real-world web data and marketing-savvy AI. Try it free at ahrefs.com/awt. Topics we cover: (2:00) – Gatekeeping vs. Paying dues as a new founder (9:56) – How “raw material” transforms into high-value skills (and startups) (16:36) – A bootstrapped listener shares a quiet, life-changing exit (18:17) – People who are winning don’t mind if others win too (20:09) – The critical importance of who you surround yourself with Links from the Show: MicroConf Remote - Nov 5th, 2025 | Use promo code STARTUPS15 for $15 off your ticket. The SaaS Playbook 1000-Gram Iron Bar Analogy 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 4, 202524 min

Episode 804 | Positioning, Inventing a Category, Marketing Globally, and More Listener Questions (A Rob Solo Adventure)

Can bootstrapped founders really invent a new category with AI or is it a trap? In this solo episode, Rob Walling answers a fresh batch of listener questions covering SaaS marketing, global expansion, and strategic positioning. He shares advice on whether inventing a new product category is ever worth it and the nuances of updating your positioning after launch. Want to get your question answered? Drop it here. Topics we cover: (2:53) – Vertical vs. horizontal vs. orthogonal positioning as a bootstrapper (12:37) – Is AI making it easier to create a new category? (21:19) – How to break through mental blocks and actually launch (28:36) – Local vs. global marketing for SaaS (33:01) – Self-driving cars: Rob’s past prediction and what reverse statistics can teach founders Links from the Show: MicroConf Remote - Nov 5th, 2025 | Use promo code STARTUPS15 for 15% off your ticket. TinySeed - SaaS accelerator for ambitious B2B founders Invest in TinySeed Episode 783 | Bootstrapping ScrapingBee to $5M ARR and an 8-Figure Exit Episode 728 | Bootstrapping Gymdesk to a More Than $32.5M Exit 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

Oct 28, 202535 min

Episode 803 | 8 Key Takeaways from MicroConf Europe 2025

What's it really like to attend MicroConf? In this episode, Rob Walling and Laura Sprinkle, founder of Rootabl, recap MicroConf Europe 2025 in Istanbul. They discuss the MicroConf vibe, standout talks on AI, affiliate marketing, and SaaS growth, as well as the value of networking and connecting while getting outside the conference room. Topics we cover: (5:01) – The friendly, diverse MicroConf crowd (8:06) – Impressions on Istanbul (9:24) – Marc Thomas on lifecycle marketing (11:34) – Michelle Hansen & John Knox on networking (13:04) – MicroConf Excursions (16:45) – Einar Volset on SaaS Buyers (20:27) – Rob’s AI talk (23:27) – Laura’s talk about affiliate programs (24:47) – Jesse Schoberg on ranking in ChatGPT and Google's AI (26:31) – Attendee-Led Workshops (27:58) – Kevin Sahin’s unfiltered lessons scaling to $2M (31:12) – James Mooring’s journey to $2M ARR Links from the Show: Get your Ticket for MicroConf - Portland, Oregon, on April 12 -14, 2026 | Use promo code ROB50 for $50 off your ticket. TinySeed Join MicroConf Connect Deploy Empathy by Michelle Hansen The Hard Thing About Hard Things by Ben Horowitz There’s ONLY 5 Ways to Use AI in SaaS (prove me wrong) Rob Walling (@robwalling) | X Rootabl Laura Sprinkle | LinkedIn Laura Sprinkle (@imlaurasprinkle) | 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

Oct 21, 202534 min

Episode 802 | Marketing Not Scaling, Where to Publish Content, and More Listener Questions (A Rob Solo Adventure)

Where’s the best place to publish if you’re starting content from scratch? In this episode, Rob Walling flies solo, answering your questions on marketing and audience building. He covers what to do when your channels stop scaling, where to publish early on, and the "media company first" approach. Episode Sponsor: Are you a non-technical founder with solid revenue and real traction, but your technology is holding you back? You should check out today's sponsor, Designli. They specialize in helping founders like you who are stuck with messy code, unclear roadmaps, or a dev team that just doesn’t get it. And for listeners of the pod, Designli is offering their Impact Week completely free. That’s a one-week, no-obligation audit where their team dives into your code, your design system, and your product roadmap to show you exactly what’s working, what’s broken, and what needs to happen next. If it’s a fit, you can move on to SolutionLab, a three-week sprint where Designli takes over your codebase and architects a real roadmap for growth, led by a full-time, cross-functional team. If your tech is the bottleneck to your next stage of growth, check them out at https://designli.co/fortherestofus. Topics we cover: (1:50) – Can a SaaS founder exit through a management buyout? (6:46) – What to do when your marketing isn't scaling anymore (16:28) – How to market a product while searching for product-market fit (23:27) – Where to publish content when building an audience from scratch (27:38) – Should you build a media company before launching your SaaS? Links from the Show: Get your Ticket for MicroConf Remote - November 5, 2025 Exit Strategy The SaaS Playbook Rob Walling (@robwalling) | X Episode 576 | Don’t Become a Media Company (A Rob Solo Adventure) 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

Oct 14, 202532 min

Episode 801 | Competing Against Incumbents, Technical Co-Founders, Trademarks, and More Listener Questions with Derrick Reimer

Can churn ever be good in SaaS? In this episode, Rob Walling is joined by fan favorite Derrick Reimer for a listener Q&A. They break down what it takes to compete with well-funded incumbents, how to decide whether to pivot or push forward, when a technical co-founder is truly necessary, the right time to think about trademarks, and the difference between “good churn” and “bad churn” especially when customers fall outside your ICP. Episode Sponsor: AI is completely changing how people discover brands and content online, and Ahrefs has built a full-blown SaaS marketing platform to help you stay ahead. With over 15 years of real-world web data, and AI that actually understands marketing, Ahrefs helps you measure your brand presence, build authority, and monitor reputation across search, social, and AI platforms like ChatGPT, Google AIOs, Perplexity, and more. You can also dig into what’s driving your competitors’ visibility and spot market gaps before they do, helping you create content that ranks and drive new traffic to your business. There's no need to juggle a bunch of disconnected tools- get Ahref’s all-in-one platform to make your brand unmissable in a fast-moving world. Try it free at ahrefs.com/awt. Topics we cover: (3:35) – Competing with well-funded incumbents (12:47) – Should you focus on competitors or customers? (20:20) – Pivot, press on, or move on: how to decide (29:09) – Finding and vetting a technical co-founder or partner (39:04) – When should you pursue trademarks? (44:24) – Is churn ever good for a startup? Links from the Show: MicroConf US 2026 - Portland, Oregon - Use Promo Code ROB50 for $50 off. MicroConf Connect BIMI (Brand Indicators for Message Identification) SavvyCal Derrick Reimer | LinkedIn Derrick Reimer (@derrickreimer) | 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

Oct 7, 202554 min

Episode 800 | The 12 Commandments of Startups for the Rest of Us

What if you could get all 15 years of this podcast bundled up into one episode? In episode 800, Rob Walling goes solo for a special milestone installment of Startups For the Rest of Us. He covers the 12 foundational commandments that shape his approach to SaaS, hard-won lessons forged from years of building, investing in, and advising startups. Topics we cover: (3:46) – #1: Nuance beats absolutes (6:52) – #2: Make hard decisions with incomplete information (9:16) – #3: Avoid the classic traps (12:22) – #4: Don't build without real evidence (15:14) – #5: Marketing beats product (19:08) – #6: Fewer customers, better customers (21:01) – #7: Respect (and fear) the platform (24:04) – #8: Build your network, not just your audience (26:30) – #9: Overnight success takes a decade (28:45) – #10: Stack small wins (31:22) – #11: Be careful who you listen to (33:15) – #12: The hardest battles are in your own head Links from the Show: MicroConf US 2026 - Portland, Oregon - Use Promo Code ROB50 for $50 off. Invest in TinySeed Fund Three SaaS Playbook The Entrepreneur's Guide to Keeping Your Sh*t Together Exit Strategy Episode 685 | 7 Things You Should Never Do Episode 700 | Playing the Long Game Episode 735 | The 8 Levels of SaaS Platform Risk 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 30, 202537 min

Episode 799 | TinySeed Tales s5e6: $500k ARR!

What's next for OutboundSync? In the Season 5 finale of TinySeed Tales, Rob Walling talks with Harris Kenny as OutboundSync blows past $500k ARR. Harris shares the wins and struggles of getting here, from choosing not to raise funding (for now), to planning a laser tag event no committee would approve, to what comes next on the road to $1M. Topics we cover: (1:49) – Crossing $500k ARR and building personal health habits (5:36) – The big levers behind OutboundSync’s growth (6:39) – Laser tag, not hotel happy hours (13:01) – Deciding not to raise more funding (for now) (16:25) – An overbuilt tech stack (17:57) – Competitors, copycats, and growing a brand (19:06) – The next chapter for OutboundSync (23:29) – Ambition, TinySeed, and channeling energy (25:14) – Harris’s advice for founders still grinding Links from the Show: Invest in TinySeed Fund Three Coaching Call Bonus OutboundSync Harris Kenny | LinkedIn 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 25, 202529 min

Episode 798 | Lessons From 10 Years of SaaS Growth Without a Hockey Stick

How do you bootstrap a SaaS to $1 million+ ARR? In this episode, Rob Walling chats with Colin Bartlett about how he and his co-founder Andy transformed a side project monitoring tool into a seven-figure ARR business that now serves as an early warning system for outages across 6,000+ services. From nearly abandoning the product during three stagnant years to discovering their killer differentiation, Colin's journey is a masterclass in patient iteration, finding product-market fit the hard way, and why sometimes the most boring infrastructure businesses make the best SaaS companies. Episode Sponsor: You’ve probably heard that ChatGPT can do all of your marketing. But that’s nonsense unless your strategy is blindly following tired, recycled, outdated strategies. If you care about systematically creating a marketing engine that converts, not just throwing spaghetti at the wall to see what sticks, you need real humans who actually understand positioning, persuasion, and modern customer acquisition playbooks. That’s Conversion Factory. They’re a SaaS marketing and design agency that have worked with over 50 startups, including several TinySeed companies. Book a call at conversionfactory.co and mention this podcast for $1,000 off your first month. And if you’re at MicroConf Europe next week, make sure to connect with Corey Haines in the hallway track. Topics we cover: (3:08) – How StatusGator detects outages (and why users are part of the signal) (6:23) – From side project to SaaS: the early days of building StatusGator (8:46) – Shifting the ICP: Why developers weren’t the buyers (11:44) – SEO as the engine behind thousands of trials (17:00) – Hitting early MRR milestones and hiring the first marketer (25:12) – How TinySeed funding unlocked a full product redesign (32:05) – Building a dual funnel to boost ACV and win enterprise deals (38:00) – Advice for other SaaS founders playing the long game Links from the Show: Invest in TinySeed Fund Three MicroConf Mastermind Matching - Applications open until September 24th StatusGator Colin Bartlett | LinkedIn 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 23, 202542 min