Startups For the Rest of Us
Rob Walling
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The original podcast for bootstrapped and mostly bootstrapped startups, this show follows the stories of founders as they start, acquire, and grow SaaS companies. Hear when they fail, struggle, succeed, and take you with them through the tumultuous life of a SaaS founder. If you like Mixergy, This Week in Startups, or SaaStr, you’ll enjoy Startup for the Rest of Us.
Jaksot
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Episode 850 | How Not to Screw Up When Hiring Your first Developer and More Listener Questions (with Derrick Reimer) 15.09.2026 51minHow do you onboard a hire onto a codebase you built alone? In this episode, Derrick Reimer joins Rob to tackle four listener questions. They cover hiring and onboarding your first developer as a bootstrapped founder, then move into the temptation to build features just because AI makes them cheap to ship, getting past social anxiety as a founder, and whether it's worth trademarking your product name. Topics we cover: (3:59) – How do you hire your first developer? (5:14) – Qualities to look for in a first developer hire (13:37) – Onboarding a new hire into your codebase with AI (16:49) – Reducing hiring risk: pairing, reliability, recruiters (22:50) – The temptation to build features just because AI makes it cheap (30:43) – Getting over social anxiety as a founder (35:25) – Is trademarking your product name worth it? Links from the show: TinySummit | December 5–7, 2026 · JW Marriott, Cancun MicroConf US | April 18–20, 2027 · Austin, TX Partnerships: [email protected] Idea to Traction: Stop Building SaaS Nobody Wants (book wait list) Rob Walling Newsletter Remote First Recruiting SavvyCal Derrick Reimer | 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 -
Episode 849 | Legal Threats, AI as Platform Risk, Building Confidence, and More Listener Questions (Rob Solo) 08.09.2026 29minEver gotten a vague cease and desist from a competitor and wondered if you actually did something wrong? This week I tackle four listener questions: how seriously to take competitor terms of service threats, whether AI is really a platform risk (or just a feature risk), how to build confidence and get past the fear of reaching out to prospects, and when a non-founder employee should walk away from a company that's missing founder activation energy. Want to get your question answered? Submit your question for an upcoming episode. Episode Sponsor: You've found traction and product-market fit. But do you have a repeatable way to find your next 100 or 1,000 customers? If you hire a typical growth agency, you'll get a retainer and a calendar. Designli does growth engineering: they build the system that finds the channels that pay you back. Every campaign is a hypothesis with a number on it, and a point where they stop. Beat your CAC ceiling and the channel gets more budget. Miss it and they shut it off that week and move the money. A GTM engineer works inside your business half- or full-time, not split across ten accounts. You pay for their time and nothing else, no percentage of your ad spend. It starts with an Impact Week. They audit everything you're running and test one thing: can you trace a single click to a paying customer? Most companies can't, so their growth is luck they can't repeat. You leave with a findings report and a 90-day go-to-market plan built around your buyers and your numbers. Go from spending to compounding: designli.co/Growth Topics we cover: (01:05) – Are terms of service threats legitimate? (04:25) – No attorney-client privilege with LLMs (06:39) – AI as platform risk explained (08:21) – Will AI subsume your features? (10:55) – Will AI costs drop over time? (14:22) – Mitigating LLM downtime risk (16:06) – Structuring an enterprise pilot program (17:56) – Building confidence despite social anxiety (23:05) – When to quit as a non-founder Links from the show: Idea to Traction: Stop Building SaaS Nobody Wants (book wait list) Rob Walling Newsletter TinySeed Portfolio TinySeed Accelerator Rob Walling YouTube Channel MicroConf 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: iTunes | Spotify -
Episode 848 | What Liquid Death Can Teach Us About B2B SaaS (Rob Solo) 01.09.2026 22minDoes validation still matter when AI has made building software almost free? In this solo episode, Rob breaks down the origin story of Liquid Death, the canned water company now valued at over a billion dollars, and pulls out the mental models that apply directly to B2B SaaS. He covers why ideas come from being in the arena, how founder Mike Cessario validated the concept with a fake product before manufacturing anything, and why "I just want to build" is usually an excuse worth dropping. Topics we cover: (1:05) – Where the Liquid Death idea came from (4:12) – Mike Cessario's punk and advertising background (5:22) – The backstage Monster tour water insight (7:18) – Ideas come from being in the arena (8:02) – Why "give me 10 ideas" doesn't work (9:35) – Putting in the reps to build skills (11:23) – Why validation still matters with AI (12:11) – How Cessario validated with a fake product (15:46) – The repeatable framework behind it all (18:07) – Learning from outliers and the bootstrapper's gift Links from the show: MicroConf US | April 18–20, 2027 · Austin, TX Idea to Traction: Stop Building SaaS Nobody Wants (book wait list) Michael Girdley YouTube Channel Liquid Death Mike Cessario | LinkedIn The SaaS Playbook TinySeed The Lean Startup by Eric Ries 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 -
Episode 847 | What Second Time Founders Do Differently, Pricing AI Agents, and More Listener Questions (Rob Solo) 25.08.2026 28minWould you spend a year on distribution for a product that doesn't exist yet? In this solo episode, Rob answers listener questions about how second and third-time founders think differently, from filtering a dozen good ideas down to one, to why distribution and validation matter more the second time around. He also digs into how to sell and price AI agents, and whether a long enterprise sales cycle is worth the wait for a bootstrapper. Want to get your question answered? Submit your question for an upcoming episode. Topics we cover: (2:54) – Selecting an idea after an exit (5:26) – Using spreadsheets and advisors to filter (8:52) – Founder retreats for big decisions (10:01) – How to sell an AI agent (12:32) – Pricing agents on value replaced (17:13) – What later-stage founders care about (18:59) – Distribution and validation for repeat founders (23:12) – Long enterprise sales cycles (26:33) – Optimizing for learning speed Links from the show: MicroConf Europe┃Reykjavik, Iceland · Sept 21–23, 2026 TinySeed Accelerator | Join our email list - Applications open in September 2026 Idea to Traction: Stop Building SaaS Nobody Wants (book wait list) The SaaS Playbook Rob Walling Newsletter Zen Founder Guide to Founder Retreats by Dr. Sherry Walling Episode 681 | Why Launching a Second Product is Usually a Bad Idea SignWell (Ruben Gamez) 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 -
Episode 846 | Snail Mail, Cold Calling, Regulating Your Nervous System, and More Listener Questions (Rob Solo) 18.08.2026 29minIs your nervous system sabotaging your best decisions? In this episode, Rob mixes a solo adventure with listener questions. He answers a reader who asks why he still shows up to write, record, and build, then digs into regulating your nervous system when you have to do something that scares you. He wraps with two listener questions on direct snail mail outreach and on cold calling in an industry you know nothing about. Want to get your question answered? Submit your question for an upcoming episode. Topics we cover: (04:41) – Why does Rob still write, record, and build? (08:55) – Regulating your nervous system under fear (15:55) – Direct snail mail outreach for SaaS (18:44) – Cold calling an unfamiliar industry (20:27) – How to learn a new skill fast (21:08) – Finding trusted sales resources (27:01) – Learning Facebook ads the hard way Links from the show: Idea to Traction: Stop Building SaaS Nobody Wants (book wait list) The SaaS Playbook Rob Walling | YouTube Rob Walling Newsletter MicroConf Masterminds TinySeed Mentors Close CRM (Steli Efti) SalesMVP Lab (Daniel Hebert) Ben Hyneck, B2B sales coach Stephen Steers, B2B sales and storytelling Outscraper 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 Rob Walling: Welcome back to another episode of Startups for the Rest of Us. I'm your host, Rob Walling. And in this episode, I'm going to mix a couple formats. I have some listener questions, but I also have a solo adventure topic that I want to talk about. And so I'm going to combine those along with a really interesting question, kind of an inside baseball question I got from a reader of my email newsletter where he asked, "Why do you do what you do? Why do you still do it?" And it was a fun question for me to ponder. I think we should all be asking ourselves why we do what we do. Before we dive into those topics and questions, I am launching the wait list for my next book. I've been talking about this book for a few years. It was previously titled The SaaS Launchpad, but I have changed the title. It's now titled Idea to Traction: Stop Building SaaS Nobody Wants, Even in the Age of AI. And this book covers from coming up with ideas to validating them, to building a launch list, to launching and getting some early traction. You can think of it as, honestly, it's an updated version of Start Small, Stay Small 16 years later and updated for the ag... -
Episode 845 | Lifetime Deals Revisited, Building is Not the Hard Part, and Confirming an Idea is Worth Paying For (Rob Solo) 11.08.2026 32minWhat does it take to make a lifetime deal work? In this listener questions episode, Rob Walling revisits the lifetime pricing debate with new context from Davis Baer of Youform. He also tackles why building is rarely the hard part, how bootstrappers get shut out of startup discount programs, what to watch for when signing customer agreements ahead of an acquisition, and why nearly every successful second or third time founder does real validation before they build. Want to get your question answered? Submit it here. Topics we cover: (1:58) – Davis Baer on lifetime deals for Youform (5:03) – Lifetime pricing question (7:49) – Why lifetime deals need built-in virality (10:47) – Building is not the hard part (12:11) – Why startup programs won't help bootstrappers (14:53) – Signing customer agreements and NDAs (19:20) – What buyers check during acquisition (21:40) – The validation vs just launching debate (23:26) – How successful founders actually validate Links from the show: TinySummit | December 5–7, 2026 · JW Marriott, Cancun TinySeed Accelerator The SaaS Playbook Rob's Weekly Newsletter Youform Davis Baer (@mynameis_davis) | X OneUp SignWell Rosie X Thread: Product Validation The Code Is Your Enemy (Jason Cohen essay) Mike Taylor (@hammer_mt) | X 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 -
Episode 844 | Building a $1M+ ARR SaaS for Laundromats 04.08.2026 42minWhat does it take to build a seven figure SaaS in a market almost no one thinks about? In this episode, Rob Walling sits down with Brian Henderson, co-founder of Wash-Dry-Fold POS, to walk through the 10-year arc of building it in one of the most overlooked markets there is: laundromats. From selling other people's hardware as a scrappy reseller, to teaching himself to rebuild the entire product on no-code during COVID, to competing head-on against a rival that has raised $220 million in venture capital, Brian shares why staying bootstrapped became his biggest advantage. Episode Sponsor: What if you could go from idea to your first real user in 30 days? Not a prototype, not a promise, but an actual working app. Designli will put that in writing. Their TractionLab is a 90-day plan that takes you from idea to first paying customers. By Day 30, v1 of your app is in your users' hands, guaranteed. Miss that deadline and your next month is free. It starts with a free 30-minute call where you share your idea and they tell you exactly what they'll build and what it costs. No surprises. You get a full senior team: product owner, engineering lead, full-stack developer, senior UX designer, and solutions architect. They use AI to ship faster, but senior engineers own every architecture decision and review every line of code. The result is yours, and it's built to last. Go from idea to revenue in 90 days: designli.co/gettraction Topics we cover: (2:41) – What software for laundromats actually does (5:41) – Hitting seven figures with seven people (6:33) – Bootstrapping with only $100 (7:39) – Why no laundromat software existed (10:18) – Starting as a value-added reseller (18:35) – Rebuilding on Bubble during COVID (24:56) – Running a large no-code SaaS (31:28) – Hardware as a competitive moat (33:43) – Competing against a VC-backed rival (39:32) – Selling hardware to cover CAC Links from the show: TinySeed Accelerator | Join our email list - Applications open in September 2026 Wash-Dry-Fold POS Bubble Coaching No Code Apps Not Quite Unicorns Wash-Dry-Fold POS | Facebook Brian Henderson | 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 -
Episode 843 | Success Patterns of $1M+ SaaS Founders 28.07.2026 33minAre you building systems for your team, or are you still the system? In this episode, Rob Walling talks with Julien Marzouk, a former SaaS founder and coach who has worked with hundreds of seven and eight figure founders over the past decade. Julien breaks down six recurring patterns he sees in founders who scale past a million, from the identity shift of moving from operator to leader, to the visibility problems that get mistaken for lead problems. Topics we cover: (2:59) – Why seven-figure founders seek coaching (5:50) – Coach versus mastermind, key differences (9:44) – Mindset shift to be coached well (12:05) – Pattern 1: Operator to leader (14:05) – Pattern 2: Doing too many things (18:17) – Pattern 3: The rescuing founder (21:45) – Pattern 4: Visibility disguised as leads (25:36) – Pattern 5: Action beats analysis paralysis (28:55) – Pattern 6: Clarity before AI agents (32:07) – What coaching at SaaS Institute involves Links from the show: Tiny Summit | Cancun, Mexico · December 5-7, 2026 - Get On the Wait List TinySeed SaaS Institute TinySeed Mentors MicroConf Masterminds Julien Marzouk | LinkedIn 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 -
Episode 842 | What is the Future of SaaS in an AI World? (Rob Solo) 21.07.2026 24minIs SaaS dead now that AI can build an app in a weekend? In this solo episode, Rob Walling gives his most definitive answer yet to the question flooding the internet: what's the future of SaaS now that AI makes it easier than ever to build and copy a product? He breaks down the four most common claims that AI will kill Saas, and explains why the real SaaS apocalypse is coming for overpriced incumbents, not bootstrappers. Topics we cover: (2:15) – What's the future of SaaS with AI? (3:08) – Why "X is dead" predictions keep failing (5:12) – Claim 1: The self-hosting fantasy (11:39) – Claim 2: Anyone can clone your app (13:32) – Claim 3: Agents will do the work (16:34) – Claim 4: Infinite competition (18:02) – Which SaaS categories genuinely get squeezed (19:06) – The real apocalypse: Overpriced incumbents Links from the show: MicroConf US ┃Austin, TX · April 18–20, 2027. Use promo code ROB50 MicroConf Connect | Community for Bootstrapped SaaS founders Harris Kenny | LinkedIn Rob's Weekly Newsletter The SaaS Playbook TinySeed Startups for the Rest of Us | YouTube 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 -
Episode 841 | One-time Payments, Growing a Step 2 Business, Positioning, and More Listener Questions (Rob Solo) 14.07.2026 27minShould you keep pouring time into a business that will probably never be huge? In this episode, Rob Walling answers listener questions about whether to keep growing a "step two" B2C business despite platform risk, when one-time payments make sense versus subscriptions, and how to price and position a Shopify app that needs custom implementation work. Want to get your question answered? Drop it here. Episode Sponsor: What if you could go from idea to your first real user in 30 days? Not a prototype, not a promise, but an actual working app. Designli will put that in writing. Their TractionLab is a 90-day plan that takes you from idea to first paying customers. By Day 30, v1 of your app is in your users' hands, guaranteed. Miss that deadline and your next month is free. It starts with a free 30-minute call where you share your idea and they tell you exactly what they'll build and what it costs. No surprises. You get a full senior team: product owner, engineering lead, full-stack developer, senior UX designer, and solutions architect. They use AI to ship faster, but senior engineers own every architecture decision and review every line of code. The result is yours, and it's built to last. Go from idea to revenue in 90 days: designli.co/gettraction Topics we cover: (2:06) – Growing a "step two" business (5:11) – Momentum vs. market size (9:16) – One-time payments vs. subscriptions (15:11) – Why recurring revenue teaches faster (18:22) – Mixing one-time and subscription pricing (20:28) – Pricing a custom Shopify app (22:31) – Building a $49 vs. $249 tier (24:47) – Protecting margin on custom work Links from the show: TinySeed SaaS Institute Rob's Weekly Newsletter Youform The SaaS Playbook SaaS Launchpad SignWell 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 -
Episode 840 | 5 PM Revisited, Starting Over After Failure, Never Shipping, and More Listener Questions (Rob Solo) 07.07.2026 32minWhat's really stopping you from shipping your product and how do you finally push through? In this listener questions episode, Rob Walling covers a lot of ground: revisiting the 5PM framework with more opinionated guidance on pricing and market size, the right time to use vibe coding in your SaaS, why B2C apps are brutal, how to rebuild after startup failure, and the mindset shift needed to finally ship. Want to get your question answered? Submit it here. Topics we cover: (2:19) – 5PM framework revisited (7:01) – When does vibe coding make sense? (10:26) – Why B2C SaaS is brutally hard (13:46) – Rebuilding after failure without funding or network (17:46) – Targeting solution-aware vs. problem-aware customers (20:49) – The never-shipping trap and how to break out (23:28) – Best resources for pre-product-market-fit founders (24:34) – How to validate without paid traffic (28:41) – Cold outreach economics for self-serve products Links from the show: Waitlist for the SaaS Launchpad Book Rob Walling Essays SaaS Launchpad Course The SaaS Playbook MicroConf | Community for Bootstrapped SaaS Founders TinySeed If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify -
Episode 839 | The Journey Growing Help Scout to $35M ARR 30.06.2026 36minWhat happens when a bootstrapper at heart raises $28 million and spends the next decade living with that decision? In this episode, Rob Walling sits down with Nick Francis, the co-founder of Help Scout, to walk through the full 15-year arc of building one of the most beloved support tools in SaaS. From the cramped Techstars apartment he shared with a co-founder, to the decision to become a public benefit corporation, to the bold pricing overhaul that ultimately became a turning point in his time as CEO, Nick holds nothing back. Topics we cover: (2:00) – Help Scout's origin story (4:30) – Techstars $18K for 6% equity (7:56) – Getting the first 50 customers (11:13) – Raising a $12M Series A (13:37) – Would Nick raise again? (19:23) – Becoming a B Corp (22:27) – Help Scout's AI strategy (26:02) – Per-seat to per-contact pricing (32:03) – Stepping down as CEO Links from the show: MicroConf Europe┃Reykjavik, Iceland · Sept 21–23, 2026 MicroConf Connect TinySeed SaaS Institute TinySeed Mentors Discretion Capital Help Scout Foundry SavvyCal Incorruptible by Eric Ries Nick Francis Nick Francis | 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 -
Episode 838 | 6 Key Takeaways From a TinySeed Batch Kick-Off 23.06.2026 25minWhat do 15 brand-new TinySeed founders have in common? In this solo episode, Rob Walling shares six key takeaways from the most recent TinySeed batch kickoff in New York City. He covers why asking "why" is the most underrated founder habit, why pricing is still the biggest lever in SaaS and positioning might be the second biggest, why AI SEO is already a real channel and more. He also makes the case for why being around other founders doing what you're doing is one of the most underrated advantages in bootstrapping. Episode Sponsors: What if you could go from idea to your first real user in 30 days? Not a prototype, not a promise, but an actual working app. Designli will put that in writing. Their TractionLab is a 90-day plan that takes you from idea to first paying customers. By Day 30, v1 of your app is in your users' hands, guaranteed. Miss that deadline and your next month is free. It starts with a free 30-minute call where you share your idea and they tell you exactly what they'll build and what it costs. No surprises. You get a full senior team: product owner, engineering lead, full-stack developer, senior UX designer, and solutions architect. They use AI to ship faster, but senior engineers own every architecture decision and review every line of code. The result is yours, and it's built to last. Go from idea to revenue in 90 days: designli.co/gettraction Topics we cover: (5:59) – Takeaway #1: Always ask why (8:42) – Takeaway #2: New revenue fixes everything (except bad pricing) (10:29) – Takeaway #3: Positioning is the second biggest lever in SaaS (16:32) – Takeaway #4: Quick test for your lowest pricing tier (18:23) – Takeaway #5: AI SEO is a real channel (21:20) – Takeaway #6: Be around people doing what you're doing Links from the show: TinySeed SaaS Institute TinySeed Mentors TinySeed Apply SignWell SavvyCal Senior Place How to Perfectly Position Your B2B Brand in 34 Minutes | Microconf Talk by Anthony Pierri Episode 772 | A Highly Effective Framework for SaaS Positioning The SaaS Playbook Rob Walling (@robwalling) | X If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes | Spotify -
Episode 837 | How Do You Learn Product? and Optimizing Your Trial Funnel (with Ruben Gamez) 16.06.2026 43minHow does a founder actually learn the skill of product? In this episode, Rob Walling talks with Ruben Gamez of SignWell and Bidsketch to answer listener questions that turned into a much deeper conversation than expected. They cover why friction works well for one of Ruben's products and kills conversions on the other, how to think about trial length and onboarding when users need more time, and what it actually takes to develop product instincts as a bootstrapped founder. Want to get your question answered? Drop it here. Topics we cover: (4:00) – Friction in trial funnels: Bidsketch vs. SignWell (8:26) – When to test friction vs. trust your gut (10:44) – Testing with low volume (16:56) – Trial length for project management SaaS (18:47) – How do you learn product? (21:39) – How Ruben developed product sense on the job (23:21) – The two core product skills bootstrappers actually need (29:42) – Product management vs. UX (31:46) – Why product sense doesn't transfer between products (34:07) – How fast you can build product sense Links from the show: SaaS Institute Cancun Retreat – Dec 5-7, 2026, exclusively for 7 & 8 figure SaaS founders | Waitlist: [email protected] Sponsorship inquiries: [email protected] TinySeed SaaS Institute Shreyas Doshi Product Sense Course Shreyas Doshi on YouTube Ep 15 - Strategy Session | The Offsite Podcast The Panel Podcast SignWell Bidsketch Ruben Gamez (@earthlingworks) | 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 -
Episode 836 | The 5 A.I. Moats Acquirers Value Most 09.06.2026 34minIs your SaaS actually protected from AI disruption, or are acquirers walking away without even looking? In this episode, Rob Walling talks with Einar Vollset of Discretion Capital for a front-lines SaaS M&A market report, covering how the acquisition climate has shifted since 2021, why some PE firms now require at least one AI moat before they'll even look at a deal, and a breakdown of all five moats: hardware-software coupling, two-sided network effects, communication graph embeds, proprietary data with closed feedback loops, and operational switching costs. Topics we cover: (2:05) – State of SaaS M&A from 2020 to today (5:49) – Why 2021 was the best time to sell (7:38) – How the 2022 downturn raised the acquisition bar (8:59) – The SaaS apocalypse narrative and AI FUD (12:26) – Why bootstrappers should care about exit markets (15:52) – AI moat #1: Hardware-software coupling (17:38) – AI moat #2: Marketplace scale and two-sided network effects (20:05) – AI moat #3: Communication graph and relationship embed (21:27) – AI moat #4: Proprietary data with closed feedback loops (23:20) – AI moat #5: Operational embed and switching costs (27:28) – Some PE firms now require at least one moat (29:23) – AI-native SaaS faces even higher hurdles Links from the show: MicroConf Connect Next Live Session: Jim Zarkadas on User-Friendly Onboarding (June 17) TinySeed MicroConf YouTube The SaaS Playbook Discretion Capital M&A Guide Fiscal.ai DealForma BuiltWith ZyraTalk EverCommerce Einar Vollset (@einarvollset) | 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 -
Episode 835 | The Right Way to Use AI in Your Startup Marketing 02.06.2026 32minAre you using AI in your marketing because it's actually good, or just because it's fast? In this episode, Rob Walling sits down with Taylor Hendricksen, a performance marketer who has managed tens of millions of dollars in ad spend across Meta and Google, to talk about where AI is genuinely useful and where it produces flat, mediocre output that makes you look like everyone else. They also dig into unconventional distribution channels, offer design, and why some of the best SaaS niches are the least exciting ones. Episode Sponsor: Your AI-generated code got you to V1. Now it's holding you back. Vibe coding is incredible for speed. But the codebase it leaves behind? Hidden security gaps, duct-tape architecture, features that break every time you ship. At a certain point you need professional engineering discipline, not more prompting. That’s where Designli's Engineering Intensive comes in. In two weeks, senior engineers audit your code, stress-test your infrastructure, surface vulnerabilities, and deliver a prioritized roadmap to get scale-ready. Total clarity on your product's health, with a money-back guarantee. Schedule your Engineering Intensive at designli.co/fortherestofus. Podcast listeners can also redeem a free Designli Impact Week. Topics we cover: (5:04) – AI as boogeyman: proving value to customers (6:59) – Human-first content vs. AI-generated content (9:38) – Why AI produces average work by default (13:05) – AI is the average of the internet (16:18) – Overcoming artificial growth ceilings (20:26) – Finding your avatar and positioning around real problems (22:52) – Unconventional distribution: direct mail and video mailers (25:52) – Crafting offers people feel stupid saying no to (28:42) – Using AI for ops, research, and thought partnership Links from the show: TinySeed SaaS Institute Rob Walling Email List The SaaS Playbook MicroConf | Community for Bootstrapped SaaS Founders Alex Hormozi YouTube Channel Incorruptible by Eric Ries Taylor Hendricksen | 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 -
Episode 834 | Eric Ries Revisits The Lean Startup and Discusses How to Become Incorruptible 26.05.2026 39minIs AI actually making your build-measure-learn cycle faster, or just making your work more average? In this episode, Rob Walling talks with Eric Ries, author of The Lean Startup, to revisit what's held up in Lean Startup thinking 15 years on, why AI speeds up building but can't replace human learning, and what drove Eric to write his new book, Incorruptible. Eric also shares the story of how the Long-Term Stock Exchange nearly died before it ever launched, and why Costco is the rare example of a company that figured out how to stay incorruptible. Topics we cover: (3:48) – Lean Startup: 15 years later (8:33) – How countercultural MVPs and pivots were (11:02) – How AI changes build-measure-learn (13:36) – Learning is still a human job (15:43) – AI makes everyone's work more average (17:39) – The Long-Term Stock Exchange story (21:03) – How LTSE was nearly destroyed (25:00) – A better definition of profit (31:45) – Companies already living this way (32:33) – The legend of Sol Price and Costco (37:36) – Incorruptible: ethos plus integrity Links from the show: TinySeed SaaS Institute The SaaS Playbook Incorruptible by Eric Ries The Lean Startup by Eric Ries Long-Term Stock Exchange (LTSE) Eric Ries | LinkedIn Eric Ries (@ericries) | 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 -
Episode 833 | Success Patterns of Nobel Laureates, Developing Expertise, and From Zero to $10k (A Rob Solo Adventure) 19.05.2026 29minWhat do Nobel Prize winners and successful bootstrappers have in common? In this solo episode, Rob Walling shares the story of how a TinySeed company went from near-zero revenue to $10,000-$20,000 a month almost overnight, breaks down Claude Shannon's research on the habits that separated Nobel laureates from forgotten scientists, and explores why deep expertise looks like magic from the outside. Episode Sponsor: You're about to close a massive deal, and then your customer's legal team asks what happens if you get hacked. That's the nightmare YSecurity solves. They're 40 security engineers who've worked at Apple, Uber, Microsoft, Robinhood, Brex, and more. You don't hire them, you rent them by the hour, no massive salary, no expensive consultants. Just real experts helping you get SOC 2, ISO, and more. Set a monthly cap, know exactly what you're spending, and close the deal. Head to ysecurity.io/startups to book your free strategy call. Your first 8 hours are completely free. Topics we cover: (2:46) – BlinkMetrics: from no product-market fit to $10-20K/month (8:31) – 104 coffee chats, 24 sales calls (10:25) – AI changes custom dashboard economics (12:53) – What separates Nobel winners from the forgotten (14:40) – Knowledge compounds like interest (18:28) – Taking bigger swings vs. staying in your comfort zone (19:36) – Going deep on one idea for years (21:21) – Expertise that looks like magic Links from the show: MicroConf Europe ┃Reykjavik, Iceland · Sept 21–23, 2026 MicroConf Connect BlinkMetrics Claude Shannon Bell Labs lecture Why most indie hackers aren't succeeding┃Baretto (tiiny.com) Stephen Curry got that sixth sense when it comes to the rim The SaaS Playbook by Rob Walling TinySeed SaaS Accelerator Rob Walling on YouTube 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 -
Episode 832 | Going Full-time, When to Pivot, Building With Young Kids, and More Listener Questions (Rob Solo) 12.05.2026 34minHow do you leave a $400K salary to go all in on your business? In this solo episode, Rob Walling cranks through a backlog of listener questions on reducing risk with your startup to go full-time, when to register as a business, how to price a SaaS with seat ambiguity, when to pivot, and how to keep building when you have four kids under eight. Want to get your question answered? Drop it here. Episode Sponsor: Your AI-generated code got you to V1. Now it's holding you back. Vibe coding is incredible for speed. But the codebase it leaves behind? Hidden security gaps, duct-tape architecture, features that break every time you ship. At a certain point you need professional engineering discipline, not more prompting. That’s where Designli's Engineering Intensive comes in. In two weeks, senior engineers audit your code, stress-test your infrastructure, surface vulnerabilities, and deliver a prioritized roadmap to get scale-ready. Total clarity on your product's health, with a money-back guarantee. Schedule your Engineering Intensive at designli.co/fortherestofus. Podcast listeners can also redeem a free Designli Impact Week. Topics we cover: (2:15) – Leaving a $400K salary to go full-time (7:43) – When to officially register your business (10:51) – Seat-based pricing with shared branding (12:40) – When to get a design audit (15:05) – How to calculate TAM for a Shopify app (18:29) – Can a step one app break free of its marketplace? (20:22) – How to know when it's time to pivot (22:31) – Building a startup with four young kids (25:30) – How to find ICP conversations without a network Links from the show: MicroConf Connect Join by May 20th to attend a Live AMA with Rob Walling The SaaS Playbook Start Small, Stay Small Reddit Thread: $30K to $440K in 7 Years (AMA) Stripe Atlas I Grew This SaaS by 13% Every Month for 13 Months Episode 589 | Finding a SaaS Idea Through 70 Cold Calls 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 -
Episode 831 | Written vs. Verbal Ad Copy, Selling Into a Low-Awareness Market, and More Listener Questions (Rob Solo) 05.05.2026 43minShould your first customer pay you, or get your product for free? In this episode, Rob Walling answers listener questions on charging customer zero, what metrics to track for a seasonal transaction fee-based SaaS, what it really means to sell into a low-awareness market, and when freelancers help vs. hurt your bootstrapped business. He also calls in Producer Ron to break down exactly how he thinks about writing copy for a podcast ads. Want to get your question answered? Drop it here. Topics we cover: (2:42) – Six years to overnight success (4:55) – Should customer zero pay or get it free? (8:42) – Writing ad copy for podcast ads (15:14) – Metrics for a transaction fee-based SaaS (18:40) – Moving from GMV-only to subscription plus fees (20:38) – Selling into a low-awareness market (23:53) – When bootstrappers struggle without problem awareness (27:09) – Podcast music history editor Josh (31:44) – How to find and work with freelancers Links from the show: SaaS Launchpad TinySeed SaaS Accelerator MicroConf The SaaS Playbook Zell Wave by Josh Young - SoundCloud Dynamite Jobs New Rob’s VideoAsk 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
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