Startups For the Rest of Us 7w4a

How do you price pilot projects and niche down without hedging your bets? In this episode, Rob Walling answers listener questions about pricing pilots, choosing niches, and skipping steps on his Stair Step Method of Bootstrapping.  Want to get your question answered? Drop them here. Topics we cover:  (8:55) – How do you price pilot projects? (15:11) – How to niche down and de-risking a new SaaS? (22:40) – What does it really take to build a hit open-source tool? (29:53) – Can you skip straight to SaaS or is that a trap? Links from the Show:  MicroConf Connect: Online community of SaaS founders TinySeed Tales Podcast Startup Stories Podcast Stair Step Method of Bootstrapping 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

What if the traditional dream of retirement is actually a trap for entrepreneurs? In this episode, Rob Walling talks with Derek Coburn, author of Let’s Retire Retirement: How to Enjoy Life to the Fullest, to challenge the long-held belief that early retirement is the ultimate goal. They explore why many entrepreneurs feel unfulfilled after retiring and how shifting toward purpose-driven work can create more freedom, meaning, and longevity. Topics we cover:  (2:17) – Why traditional retirement often leads to boredom and regret (6:44) – How working longer can drastically reduce your savings burden (11:05) – The power of $50K moments and appreciating time with loved ones (17:03) – Prioritizing health and well-being as a long-term strategy (21:42) – Smarter and more flexible alternatives to full retirement Links from the Show:  MicroConf Europe – September 28–30 · Istanbul, Türkiye TinySeed – Invest Let’s Retire Retirement – Book on Amazon Derek Coburn’s Website Derek Coburn | LinkedIn Derek Coburn (@cadredc) | 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

What’s it take to bootstrap a niche SaaS to $90M without raising a dime? In this episode, Kevin Wagstaff s Rob Walling to share how he and his brother bootstrapped Spectora from a scrappy MVP to a $90M valuation. It’s a masterclass in finding traction in unsexy markets, building with empathy, and making smart bets like embedded payments. Topics we cover:  (4:39) – The surreal moment Kevin and his brother became multimillionaires (9:14) – Why a mobile-first approach won in an outdated, overlooked niche (17:39) – How adding payments created a second revenue stream and bigger valuation (20:36) – The early hustle: trade shows, 6 AM demos, and Facebook group tactics Links from the Show:  SaaS Launchpad Course MicroConf Kevin Wagstaff | LinkedIn Kevin Wagstaff (@KevinWagstaff3) | X Spectora Kevin’s Built to Sell Radio Episode If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

What shortcuts are actually worth taking when you're building a SaaS? In this episode, Rob Walling and fan favorite Derrick Reimer delve into listener questions about startup development. They discuss the impact of AI coding tools on building minimum viable products (MVPs) and the importance of experience (UX) with advice on balancing UX investment based on the product's nature.  You’ll also hear a breakdown of the real costs of leaving the cloud, plus tips on email deliverability and validation. Throughout, they highlight how validating ideas through and research is still critical, no matter how fast you build. Episode Sponsor: This podcast is brought to you by Mercury. I've been banking with Mercury for years and whenever I set up a new , I'm reminded why traditional banking feels stuck in the past.  When our previous bank faced solvency issues, we needed to spin up new s quickly that could handle millions in funds across multiple businesses. Mercury had us up and running almost immediately. I manage half a dozen different Mercury s across a wide range of companies – from my personal, single-member LLC to MicroConf, our 7-figure global events and education platform, to TinySeed, our venture fund and accelerator. Mercury easily handles them all. The interface is elegantly simple for daily banking, paying invoices, and sending and receiving international wires, yet powerful enough to handle the multi-step approval processes we needed to put in place when funding founders with large transfers.  Anytime founders ask me who they should set up their s with, I send them to mercury.com. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; FDIC. Topics we cover:  (4:55) – How AI coding tools are changing the MVP timeline (16:11) – When UX design actually matters (and when it doesn’t) (23:47) – Should you ditch cloud hosting for your own servers? (32:38) – Pro tips on email deliverability and keeping out of spam folders Links from the Show:  SaaS Launchpad Course MicroConf Remote | May 21, 2025 Windsurf AI Editor 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

In this episode, Rob Walling sits down with Noah Tucker, the non-technical founder behind Social Snowball, an marketing SaaS built for Shopify. Noah bootstrapped the company to $5M+ in ARR, navigating technical roadblocks, team-building hurdles, and a crumbling codebase, while leveraging bold growth tactics like influencer partnerships to scale fast. Topics we cover:  (3:26) – Spotting the gap in tools for creators (7:09) – The agency MVP failure and early dev misfires (11:15) – Losing a CTO to priesthood  (16:33) – How influencer partnerships fueled fast early growth (30:12) – Hiring a world-class CTO and engineering team Links from the Show:  Discretion Capital MicroConf Remote | May 21, 2025 TinySeed Noah Tucker | LinkedIn Noah Tucker (@noatuck) | 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

In this episode, Rob Walling and Maja Voje, author of Go to Market Strategist, dive into early customer profiles (Es) and why they matter more than ideal customer profiles (Is) early on. They explore practical, scrappy marketing tactics for B2B SaaS founders and share real-world advice on customer acquisition, community building, and staying authentic while growing. Episode Sponsor: This podcast is brought to you by Mercury. I've been banking with Mercury for years and whenever I set up a new , I'm reminded why traditional banking feels stuck in the past.  When our previous bank faced solvency issues, we needed to spin up new s quickly that could handle millions in funds across multiple businesses. Mercury had us up and running almost immediately. I manage half a dozen different Mercury s across a wide range of companies – from my personal, single-member LLC to MicroConf, our 7-figure global events and education platform, to TinySeed, our venture fund and accelerator. Mercury easily handles them all. The interface is elegantly simple for daily banking, paying invoices, and sending and receiving international wires, yet powerful enough to handle the multi-step approval processes we needed to put in place when funding founders with large transfers.  Anytime founders ask me who they should set up their s with, I send them to mercury.com. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; FDIC. Topics we cover:  (3:02) – What Go-to-Market actually means for bootstrapped founders (7:14) – Early Customer Profile (E) vs. Ideal Customer Profile (I) (10:30) – Common mistakes founders make when choosing their E (13:48) – Real-world B2B SaaS examples of successful E launches (18:29) – Why GTM actions must come before GTM motions for scrappy startups (21:52) – Warm outreach and fishing in the right forums: practical tactics for early traction Links from the Show:  MicroConf Growth Retreat | London, UK - May 14-16, 2025 Invest in TinySeed Maja Voje | LinkedIn GTM Strategist Go-To-Market Strategist: (Maja's book) 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify Listen to Episode 773

What makes a SaaS positioning framework truly effective? In episode 772, Rob Walling talks with Anthony Pierri of Fletch about a proven approach to product positioning. They discuss key lessons from 400+ startups, focusing on workflows, competitive alternatives, and why narrowing your audience matters. Topics we cover:  (6:59)  – What is positioning, really? (11:16)  – Why your homepage matters more than your pitch deck (14:17) – Workflow-based segmentation vs. firmographics (17:39) – Positioning against competitive alternatives (31:13) – The #1 mistake founders make with positioning Links from the Show: MicroConf Growth Retreat | London, UK - May 14-16, 2025 Invest in TinySeed Get Access to Anthony’s MicroConf New Orleans Talk Anthony Pierri (@anthonypierri) | LinkedIn Anthony Pierri (@apierriPMM) | X Fletch 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Can SaaS companies survive the rise of AI Agents? In episode 771, Rob Walling is ed by Craig Hewitt to answer listener questions. They discuss the changes that happen while transitioning from a small startup to a multi-million dollar SaaS, competing against larger competitors, and maintaining startup culture as teams grow. They also share thoughts on AI agents in the SaaS space and the relevance of patents for bootstrapped businesses. Episode Sponsor: This podcast is brought to you by Mercury. I've been banking with Mercury for years and whenever I set up a new , I'm reminded why traditional banking feels stuck in the past.  When our previous bank faced solvency issues, we needed to spin up new s quickly that could handle millions in funds across multiple businesses. Mercury had us up and running almost immediately. I manage half a dozen different Mercury s across a wide range of companies – from my personal, single-member LLC to MicroConf, our 7-figure global events and education platform, to TinySeed, our venture fund and accelerator. Mercury easily handles them all. The interface is elegantly simple for daily banking, paying invoices, and sending and receiving international wires, yet powerful enough to handle the multi-step approval processes we needed to put in place when funding founders with large transfers.  Anytime founders ask me who they should set up their s with, I send them to mercury.com. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; FDIC. Topics we cover:  (2:41) – Marketing and sales strategies while scaling (9:31) – Keeping the startup culture through growth (14:50) – Can SaaS survive autonomous agents? (21:03) – AI wrapper tools (25:15) – Patent strategy for startups (29:30) – Competing against VC-backed companies Links from the Show:  MicroConf Remote: Early-Stage SaaS Sales Invest in TinySeed Craig Hewitt (@TheCraigHewitt) | X Craig Hewitt (@craighewitt.com) | Bluesky Rouge Startups Castos Omar Zenhom Omar Zenhom’s MicroConf Talk AI Agents vs SaaS - Who Wins the Future of Software? Episode 542 | 10x in Two Years, Past $3M ARR with SquadCast 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Is it more important for entrepreneurs to focus on revenue or profit? In episode 770, Rob Walling goes solo to explore the relationship between revenue and profit in SaaS, and the dangers of waiting for permission. He also draws inspiration from Mike Tyson’s work ethic and George Lucas’ visionary mindset to encourage entrepreneurs to push through obstacles and innovate. Topics we cover:  (2:41) – MRR versus ARR (8:04) – Don’t ask for permission, don’t give in to defeatism (14:38) – Inventing to pursue novel visions (18:48) – Mike Tyson’s training regimen  (20:48) – You don’t need to be the best in the world Links from the Show:  MicroConf Growth Retreat Discretion Capital Email Einar Rob Walling (@robwalling) | X Rob Walling | 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Did you miss out on MicroConf US in New Orleans? In episode 769, Rob Walling welcomes Derrick Reimer back to share highlights from MicroConf New Orleans. They dive into the event's vibrant atmosphere, standout founder talks, and the energizing mix of new and familiar faces that made this gathering in the Big Easy truly special. Topics we cover:  (1:40) – MicroConf New Orleans audience breakdown (5:50) –  MicroConf events (9:05) – 5 Lessons That Exits Teach Us About Running Our Business (12:35) – Anthony Pierri’s talk about homepage positioning (15:16) – 4 New Orleans excursions (17:17) – Talks on copywriting, pricing, and LinkedIn outreach (25:57) – Reviewing attendee Links from the Show:  MicroConf Connect Applications Open Until April 9th MicroConf Growth Retreat MicroConf Europe 2025 MicroConf Remote Exit Strategy by Sherry Walling, PhD & Rob Walling Derrick Reimer (@derrickreimer) | X Derrick Reimer(@derrickreimer.com) | Bluesky SavvyCal Episode 737 | Key Takeaways from MicroConf Europe 2024 (With Derrick Reimer) Anthony Pierri (@apierriPMM) | X Lianna Patch (@punchlinecopy.com) | Bluesky Street Pricing by Marcos Rivera Episode 765 | TinySeed Tales s4e9: Making the hardest decision 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Do you disagree with any of these controversial takes about bootstrapping? In episode 768, Rob Walling unpacks a series of semi-controversial beliefs about bootstrapping from ScrapingBee’s Pierre de Wulf. Rob evaluates each point from Pierre's tweet, discussing topics like rebranding your SaaS, the hidden problem of marketing, and the realities of scaling a SaaS business. Topics we cover:  (1:21) – Pierre’s semi-controversial bootstrapping beliefs  (4:35) – Don’t waste time on a rebrand (7:24) – No one cares about your domain extension    (9:06) – marketing won’t fix your acquisition issues (11:51) – There is no silver bullet for growth (13:42) – Copy what works best (14:59) – Double down on acquisition channels that work (16:53) – Hire specialists (19:34) – Never offer a plan with unlimited features (20:22) – Don’t offer a cheap plan if you can’t it (20:47) – Don’t add social s to your page (21:27) – Read competitors’ reviews several times a year (21:59) – $10k MRR doesn’t guarantee $100k MRR (22:28) – You will get copied if you share success (23:02) – “Build this feature…” (24:10) – The Mom Test (24:56) – Provide value for your target demographic for free (25:47) – Don’t overthink Product Hunt (26:00) – You’ll never sell your SaaS for 10x Links from the Show:  MicroConf Growth Retreat in London Rob Walling (@robwalling) | X Pierre de Wulf (@PierreDeWulf) | X ScrapingBee (@ScrapingBee) | X ScrapingBee Pierre’s semi-controversial bootstrapping beliefs TinySeed Rob Walling.com Rob Walling | LinkedIn SaaS Institute Exit Strategy by Sherry Walling, PhD & Rob Walling Episode 705 | From Bootstrapped to Mostly Bootstrapped to Venture Backed The Mom Test by Rob Fitzpatrick Deploy Empathy by Michele Hansen 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Is product management more of an art, or a science? In episode 767, Rob Walling is ed again by Brendan Fortune to answer listener questions focused on product management. They discuss identifying your ideal customer profile, prioritizing feature requests, and positioning against competitors. They also weigh in on how product managers should focus their time. Topics we cover:  (2:50) – Is your ideal customer always your highest paying one? (8:11) – Finding just one I can be difficult (14:56) – How do you prioritize feature requests? (19:24) – Product management is art and science (26:02) – Competing with competitors on value, not price (32:21) – How should product managers focus their time? (37:20) – How do PMs manage roaps and ? Links from the Show:  Invest in TinySeed MicroConf Mastermind Applications close March 31st MicroConf Growth Retreat The SaaS Playbook Brendan Fortune | LinkedIn Customer.io Episode 756 | Why Great Product Management Is Critical for Your Startup Product Flywheel + Pricing + Org Strategy (Miro) Savio 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

How do you achieve both success and longevity in SaaS? In episode 766, Rob chats with Steli Efti about growing Close.com to over $40 million in ARR. Steli shares insights into the importance of maintaining strong co-founder relationships over 12 years, navigating crises, and the importance of emotional resilience in entrepreneurship. They also dive into Close's recent pricing shift to introduce a lower entry-level plan. Topics we cover:  (2:08) – Reflecting on 12 years of SaaS at Close (3:50) – Strong co-founder relationships (11:24) – Longevity and consistently showing up (20:23) – Surviving moments of crisis (29:27) – Launching a more affordable pricing tier (34:40) – Getting back into the content game Links from the Show:  Exit Strategy by Sherry Walling, PhD & Rob Walling Close Close Sales Guides Episode 498 | Selling During a Pandemic with Steli Efti The 0 to $30 Million Blueprint Steli Efti (@Steli) | X Steli Efti | 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Is it time to shut down for good?  In this season finale of TinySeed Tales, Rob Walling sits down with Colleen Schnettler, founder of Hello Query, to reflect on her journey over the past few years. Colleen candidly shares the challenges she faced while trying to grow her SaaS business, including the difficult decision to shut it down after struggling to find traction. Moving past a painful part in her founder journey, Colleen is excited about her new venture where she’s already seeing early success. us for this honest look into the final days of Hello Query and to hear Colleen's resilience in the startup world. Topics we cover:  (1:07) – Difficulty in finding and onboarding customers (5:32) – Why didn’t it work?  (9:29) – How did the co-founder split affect the business? (13:11) – Founder regrets (18:49) – Reflecting on the decision (22:38) – Anything that you would have done differently? (25:21) – Moving forward to founder coaching and marketing Links from the Show:  the TinySeed Mailing List Apply for TinySeed SaaS Marketing Gym Colleen Schnettler (@leenyburger) | X Colleen Schnettler (@leenyburger.bsky.social) | Bluesky Hello Query The Score Takes Care of Itself by Bill Walsh 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

How do you build an MVP for an AI-enabled SaaS?  In episode 764, Rob Walling interviews Jordan Gal, co-founder of Rosie, to learn about how he pivoted from Rally to build an AI-driven product for small business owners. Jordan shares insights into the challenges of finding product-market fit, the importance of trial and error, and the rapid growth Rosie has experienced since its launch. They delve into the significance of effective onboarding, and how building an MVP changes in the face of AI.  Topics we cover:  (2:38) – From CartHook to Rally to Rosie (6:28) – Deciding to pivot and feeling product-market fit (12:55) – Coming up with a feature set (16:50) – Building an MVP quickly (19:29) – Competition when developing with AI  (24:52) – Removing features and flexibility in software (29:59) – Incredibly fast onboarding (33:22) – Balancing a “better business” with a “faster business” Links from the Show:  Applications for MicroConf Mastermind Matching are Open through March 31st SaaS Institute Rosie Jordan Gal (@JordanGal) | X Rosie (@heyrosieai) | X Episode 549 | Hiring vs. Outsourcing, E-commerce SaaS, and More Listener Questions with Jordan Gal 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Is it time to set a deadline for when to quit your startup? In this episode of TinySeed Tales, Rob Walling reconnects with Colleen Schnettler, co-founder of Hello Query, as she tries to achieve product-market fit on a deadline. Colleen reveals the struggles of cold outreach and the overwhelming data landscape while testing a potential solution. With a clearer vision and two paying customers, she reflects on the importance of defining her value proposition, and the critical timeline she has set for herself to gain traction before her runway ends. Topics we cover:  (1:43) – Debating becoming a data aggregator  (6:30) – Finding a new direction (8:21) – Running out of runway (10:39) – When is it time to quit? Links from the Show:  The SaaS Launchpad Quit by Annie Duke TinySeed Colleen Schnettler (@leenyburger) | X Colleen Schnettler (@leenyburger.bsky.social) | Bluesky Hello Query 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Are public deadlines a double-edged sword for startup founders? In episode 762, Rob Walling for a solo adventure where he covers several topics. Rob breaks down Paul Graham's essay, "Doing Great Work" and focuses on how the steps apply to building real businesses for real customers. He also discusses the hierarchy of skills necessary for success in the SaaS space, sharing his thoughts on the critical roles of marketing, product development, engineering, and effective team management. Topics we cover:  (2:07) Doing great work (5:20) Identify the gaps (11:51) The SaaS skillset hierarchy (18:28) Publicly committing to a feature release (23:05) Maintaining enough rigor to hit deadlines Links from the Show:  MicroConf Connect Applications are open now through March 5th How to Do Great Work by Paul Graham Start Small Stay Small by Rob Walling Episode 756 | Why Great Product Management Is Critical for Your Startup 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

In this episode of TinySeed Tales, Rob Walling checks in with Colleen Schnettler, co-founder of Hello Query, as she discusses finding customer pain points. Colleen, now solo, navigates the challenge of refining her product vision. After a period of introspection, Colleen shares her decision to pivot from targeting engineering managers to focusing on marketing data analysts. She discusses the insights gained from hiring a marketing coach and the excitement of landing her first paying customer, despite some critical on her product's UI. Topics we cover:  (1:50) – Early product excitement fizzles out (5:14) – When is it time to move on from an idea? (8:57) – Helping marketers build better reports (13:03) – Setting early pricing (14:02) – Determining how much to polish an MVP (17:36) – Predicting what’s ahead Links from the Show:  SaaS Institute TinySeed Colleen Schnettler (@leenyburger) | X Colleen Schnettler (@leenyburger.bsky.social) | Bluesky Hello Query 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

In episode 760, Rob Walling as he takes on some listener questions in another solo adventure. He offers insights on balancing custom-built solutions versus white-labeled components, and the impact white labeling has on company valuation and growth. He also discusses strategic hiring, founder mindsets, and tools for tracking your SaaS success. Topics we cover:  (2:30) – Considerations when white-labeling within your SaaS (9:03) – Does relying on other SaaS affect our valuation? (10:10) – Tools for tracking SaaS metrics to enable scaling (17:03) – Do founder mindsets change at MRR milestones? (21:34) – Mistakes founders make in their mindset (25:27) – Forcing an onboarding step (27:29) – Determining team composition Links from the Show:  The SaaS Launchpad The SaaS Playbook Episode 735 | The 8 Levels of SaaS Platform Risk (A Rob Solo Adventure) Invest in TinySeed Episode 685 | 7 Things You Should Never Do (A Rob Solo Adventure) Episode 722 | Bootstrapping a Vertical SaaS to 7-Figures in 18 Months 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

In this episode of TinySeed Tales, Rob Walling speaks with Colleen Schnettler, co-founder of Hello Query, as she shares her latest startup journey pivot. After reigniting her “shipping muscle” while briefly dabbling in an AI-based project, Colleen refocuses on her newest pivot of Hello Query. She shares the challenges of determining the market viability of an AI-assisted SQL report builder. She stands at a crossroads, torn between catering to internal BI teams or exploring marketing analytics. Topics we cover:  (1:25) – Reflecting on the co-founder breakup (2:42) – Trying a scratch-your-own-itch project (6:27) – Unfair advantages inform another pivot (15:07) – Respecting the “emotional runway”   (19:23) – Marketing insights vs. an internal BI tool (23:01) – The curse of the audience Links from the Show:  Applications for TinySeed are Open Through Feb 23rd Colleen Schnettler (@leenyburger) | X Colleen Schnettler (@leenyburger.bsky.social) | Bluesky Hello Query 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 episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify