Startups For the Rest of Us

OutboundSync just hit $35k MRR—but the decisions are only getting harder. In this episode of TinySeed Tales, Rob Walling and Harris Kenny dive into the messy middle of SaaS growth, where every opportunity comes with a trade-off. They explore the tension between raising funds you don't need, staying focused when good ideas keep coming, and building a business while raising a family. Topics we cover: (2:28) – From $20k to $35k MRR in three months (2:53) – The bets that moved the needle (4:56) – Infinite runway, SOC 2 wins, and building trust (8:29) – Saying no to good ideas with limited bandwidth (10:00) – Decision-making, value-driven growth, and agency DNA (13:14) – Should Harris raise more funding or stay focused? (15:52) – Why boring “pipes” matter in an AI world (20:25) – Trade-offs, mindset, and building for scale (25:35) – Hiring a sales coach and focusing on what works (27:52) – Balancing startup stress with parenting Links from the Show: SaaS Institute 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

What if your SaaS isn’t growing because of the product, not the marketing? In this solo adventure episode, Rob Walling unpacks why SaaS marketing feels harder than ever and why most advice out there will waste your time. He shares how he’d approach things if growth has stalled, the questions he’d ask first, and why real progress comes from proven fundamentals. Episode Sponsor: Is your engineering team stretched too thin? Gearheart provides growing companies with AI-powered engineering talent that ships 2 times faster. CTOs and engineering managers trust them to deliver critical features end-to-end with minimal oversight, whether it's fixing scaling failures, broken integrations, or system instability. With 13 years of experience building sophisticated B2B platforms, they plug in fast and deliver results. They've helped build platforms like SmartSuite, which has scaled to thousands of organizations including industry giants like Capital One. Book your free strategy session at gearheart.io and mention this podcast to get 20% off discovery or embedded engineers for your team. That's gearheart.io. Topics we cover: (2:20) – Why marketing is harder than ever, and what’s changed (3:40) – The Dunning-Kruger Effect (11:30) – Marketing is not just convincing someone to buy what you've built. (16:30) – Validating vs. throwing dice at a wall (20:03) – Is there a ‘one right way’ to grow a business? (25:00) – Be careful who you listen to Links from the Show: MicroConf Events MicroConf Mastermind Matching 75+ SaaS Marketplaces The SaaS Playbook TinySeed 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

Harris hit $20k MRR. It’s real. What’s next? In this episode of TinySeed Tales, Rob Walling celebrates with Harris Kenny after OutboundSync crosses $20k MRR ahead of schedule. They talk about why hitting a milestone can feel both exciting and overwhelming, the arrival fallacy, and how simple, consistent execution may be all it takes to reach $30k. Harris shares the bets that moved the needle, including Salesforce, SOC 2, and what hidden demand taught him about building integrations before anyone asked. Topics we cover: (1:32) – Crossing $20k MRR and aiming for $30k (6:29) – The Salesforce bet (8:17) – Runway, burn, and pricing upmarket (10:34) – Raise capital or keep bootstrapping (15:03) – SOC 2 as a sales unlock (20:11) – Marketplace credibility and AppExchange (22:05) – Hidden demand for Salesforce (26:11) – The push to $30k and parity Links from the Show: Invest in TinySeed Fund 3 Coaching Call Bonus MicroConf Events 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

B2C, low price point, one-time payments… not the typical recipe for a life-changing exit. In this episode, Rob Walling talks with longtime listener Zamir Khan, founder of VidHug (now Memento). Zamir’s story broke a lot of SaaS “rules”: B2C, low price point, one-time payments, and years of slow growth. He shares how he nearly gave up, the pandemic surge that changed everything, and the emotional ride that led to a life-changing exit. 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: (3:47) — From podcast listener to SaaS founder (7:59) — The role of luck, timing, and the pandemic in growth (18:37) — A birthday gift becomes a product (23:54) — Charging early and surviving slow growth (30:47) — From $1k a month to 80k daily users (39:58) — Support load, stress, and the edge of burnout (48:58) — Deciding to sell (and why timing mattered) (52:57) — Life after the exit: slowing down and finding balance Links from the Show: TinySeed – Applications close tonight! MicroConf Connect – The community for SaaS founders The SaaS Playbook Memento (formerly VidHug) Zamir Khan (@zam1rkhan) | X Zamir Khan | 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

What happens when momentum hits and your biggest challenge becomes keeping up? In this episode of TinySeed Tales, Rob Walling catches up with Harris Kenny, founder of OutboundSync. Revenue is growing, the team is moving fast, and enterprise leads are coming in. But with success comes complexity: support load, pricing strategy, and product demands are all increasing. Harris is hiring again, learning to say no, and figuring out how to keep the momentum without losing focus. Topics we cover: (1:40) – Closing his biggest deal ever and what it unlocked (4:26) – Learning how to do enterprise sales (6:20) – How SOC 2 made the product stronger (12:18) – New hires are paying off (18:23) – Building the Salesforce integration (22:13) – Getting pull from the market, not pushing (24:10) – Taking customers from unicorns Links from the Show: TinySeed SaaS Accelerator - Applications close on September 9th Coaching Call Bonus Invest in TinySeed YNAB (You Need A Budget) Dynamite Jobs 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

Is GPT-5 a real risk for SaaS founders, or just the beginning of a new chapter? In this Hot Take Tuesday, Rob Walling, Einar Vollset, and Tracy Osborn dig into GPT-5’s mixed reviews, signs of stress in the A.I. bubble, and how Windsurf’s $2.4B exit left early employees with nothing. They also unpack why returning a VC fund is such a rare (and big) deal. Episode Sponsor This episode is brought to you by Gearheart.io, which specializes in helping early-stage founders validate ideas, prototype SaaS products, and build AI-powered MVPs with real user testing, so your code won’t crumble when your first customers show up. Founded by entrepreneurs who’ve launched and exited their own startups, Gearheart has helped launch over 70 B2B SaaS products, including SmartSuite (which raised $38 million). They get where you’re at. Book your free strategy session at gearheart.io and mention Startups for the Rest of Us to get 20% off discovery, validation, or prototyping services. Topics we cover: (3:12) – TinySeed returns Fund One (9:40) – GPT-5: Upgrade or letdown? (19:19) – Are we in an AI bubble? (24:09) – The Windsurf debacle: $2.4B exit, $0 for early employees (31:06) – The bigger problem: Are startups forgetting to share the upside? (40:05) – Lifestyle vs. Ambitious Bootstrapping Links from the Show: TinySeed Fall 2025 Applications Live Q&A - Join us Wednesday September 3rd TinySeed SaaS Accelerator - Applications are Open! Invest in TinySeed MicroConf SaaS Institute Discretion Capital Einar Vollset | LinkedIn Einar Vollset (@einarvollset) | X Tracy Osborn Tracy Osborn | LinkedIn Tracy Osborn (@tracymakes) | 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

In this episode of TinySeed Tales, Rob Walling reconnects with Harris Kenny, founder of OutboundSync, to explore the rapid evolution of his SaaS business just months after transitioning from agency work. Harris shares how niching down to outbound-focused agencies unlocked sales momentum. He talks about hiring, his Salesforce breakthrough, SOC 2 prep, and why finally spending his TinySeed funding changed everything. Topics we cover: (2:27) – Launching a lower-priced version and building expansion revenue (6:40) – How lead-gen shops are outpacing legacy rev ops (12:01) – Hiring full-time: Dev speed, onboarding load, and customer success firepower (18:15) – A surprise Salesforce breakthrough and what it means for product strategy (24:42) – SOC 2 prep, pricing confidence, and finally spending the TinySeed check Links from the Show: Join the TinySeed Mailing List Apply for TinySeed - Applications reopen September 1, 2025 OutboundSync Harris Kenny | LinkedIn Coaching Call Bonus Dynamite Jobs Vanta 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

How can you scale yourself as a founder? In this episode, Rob Walling is joined by Yaniv Bernstein (co-founder and CTO of Vera, former COO, VP of Engineering, and Google leader) to unpack how a founder’s role must change as the company grows. From writing the code yourself to leading managers of managers, they dig into the tough transitions every founder faces, and what happens if you don’t adapt. Topics we cover: (3:27) – How the founder/CEO role changes as your SaaS scales (8:44) – The turning point where systems and processes matter (14:49 – When to hand off marketing, sales, or product as a founder (19:44) – Why setting context is your #1 job as a founder-CEO (28:19) – Why hiring right (and firing fast) makes or breaks scaling Links from the Show: SaaS Institute MicroConf | The community for SaaS founders MicroConf YouTube Channel People Engineering The SaaS Playbook Yaniv Bernstein | LinkedIn Yaniv Bernstein (@ybernsteindig) | X The Startup Podcast 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

Welcome to Season 5 of TinySeed Tales, the documentary-style series where we follow one SaaS founder’s journey over 12 months to hear about the wins, the missteps, and everything in between. In this season premiere, Rob Walling introduces Harris Kenny of OutboundSync. After running a successful agency, Harris makes the leap to go all-in on SaaS. It’s a high-stakes transition that many agency owners are never able to make. Topics we cover: (2:25) – From agency owner to TinySeed-backed SaaS (6:38) – Walking away from consistent agency revenue to go all-in on SaaS (13:51) – Going all-in vs. splitting focus (16:13) – Why most agencies fail at SaaS (28:15) – What’s working, what’s not, and what’s next Links from the Show: Join the TinySeed Mailing List - Applications reopen in September 2025 Apply for TinySeed Coaching Call Bonus MicroConf Connect OutboundSync The SaaS Playbook 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

What are the real risks of AI-generated code and “vibe coding”? In this episode, Rob Walling is joined once again by fan-favorite Derrick Reimer to answer a fresh batch of listener questions. They dig into solo vs. co-founder trade-offs, managing scope creep, and how integrations can shape early traction. Want to get your questions answered? Drop them here. Topics we cover: (2:33) – Do you need a co-founder to succeed in SaaS? (5:18) – The Risks of AI-Generated Code and “Vibe Coding” (13:50) – How to manage scope creep as a solo founder (23:32) – Finding and retaining great contractors (39:43) – How to build a startup culture with a bias for action Links from the Show: MicroConf Europe | Istanbul, Sep 28-30, 2025 TinySeed Tales Podcast MicroConf Connect TinySeed Fund 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

How do you know it’s time to move on from a product that’s growing? In this episode, Rob Walling chats with Braden Dennis, co-founder of Fiscal.ai (formerly FinChat), about a rare founder journey: bootstrapping, catching lightning in a bottle, and choosing to go big with venture capital. They dive into the emotional and strategic weight of shutting down a $1.5M ARR product, what shifts when you scale past 40 people, and why Braden prioritized long-term vision over short-term revenue. Topics we cover: (2:30) – From FinChat to Fiscal.ai: rebranding and repositioning (6:50) – Why they raised a $10M Series A (13:09) – From bootstrapped to venture-backed: what changes? (19:56) – Becoming a real CEO at 25 employees (26:44) – Why they shut down a $1.5M product (30:30) – Lessons from having four co-founders (33:13) – The benefits of joining TinySeed Links from the Show: MicroConf Connect The Great CEO Within TinySeed: SaaS Institute Fiscal.ai (formerly FinChat) Braden Dennis (@BradoCapital) | X Braden Dennis | 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

How do you really know when you’ve hit product-market fit? In this episode, Rob Walling welcomes back Kevin Wagstaff, co-founder of Spectora, to answer listener questions about early traction in Facebook groups, finding product-market fit, handling criticism, and what it really took to bootstrap to a $90M exit. Want to get your questions answered? Drop them here. Topics we cover: (3:15) – Early traction using Facebook groups (7:17) – The tradeoff between growth and work-life balance (12:26) – Participating inside Facebook groups run by rivals (14:39) – Ranking for niche SEO terms (19:06) – Funding the early days through consulting (25:14) – Surviving churn in a seasonal, high-turnover market Links from the Show: SaaS Institute Mark Cuban Blog Post Kevin Wagstaff | LinkedIn Kevin Wagstaff (@KevinWagstaff3) | X Spectora 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

How do you choose between multiple product ideas? In this solo episode, Rob Walling answers listener questions about picking between two SaaS ideas, product positioning, and how to know when to stop working on a project. Want to get your question answered? Drop them here. Topics we cover: (3:06) – Choosing between two AI products (9:38) – Will early niche positioning hurt future growth? (14:51) – At what point would you consider lowering prices? (22:35) – Narrowing your ICP and product focus (28:07) – How do you spec agency projects? (30:10) – Should you keep building on a changing platform? Links from the Show: MicroConf Europe | Istanbul, Sep 28-30, 2025 SaaS Launchpad TinySeed The SaaS Playbook MicroConf Connect 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

What’s the real roadmap to lasting financial freedom? In this episode, Rob Walling chats with Nick Maggiulli about his new book, The Wealth Ladder. Nick explains how to identify your current financial stage and what it really takes to move up. They dig into how wealth changes your spending habits, why exits (not salaries) drive significant changes in net worth, and how your definition of freedom might evolve over time. Topics we cover: (6:07) – Defining the six levels of wealth (11:49) – Why earning more isn’t enough (14:17) – How entrepreneurs build wealth (15:15) – The “0.01%” spending rule (31:13) – Can money actually make you happier? Links from the Show: Invest in TinySeed Of Dollars And Data The Wealth Ladder by Nick Maggiulli Just Keep Buying by Nick Maggiulli The E-Myth Revisited by Michael E. Gerber Nick Maggiulli | LinkedIn Nick Maggiulli (@dollarsanddata) | 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

When is the right time to sell your profitable SaaS? In this week's episode, Rob Walling talks with Pierre de Wulf, co-founder of ScrapingBee, about how they mostly bootstrapped their web scraping SaaS to $5 million ARR and an eight-figure all-cash exit. They explore the pivotal shift that took them from $7K MRR to nearly $1M ARR in just 15 months, what Pierre splurged on post-exit, and the emotional, legal, and strategic complexities of selling a company. Topics we cover: (3:31) – Why they chose to sell (5:41) – Post-exit emotions and celebrations (9:57) – Lessons from failed startups before ScrapingBee (13:16) – From 8k to $1m ARR in 15 months (17:14) – Building a scalable SEO content engine (29:19) – Handling a major cease-and-desist Links from the Show: MicroConf Connect MicroConf Talk by Pierre de Wulf The Java Web Scraping Handbook ScrapingBee Blog TinySeed Discretion Capital Pierre de Wulf (@PierreDeWulf) | X Pierre de Wulf | 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

Looking back on your entrepreneurship journey, which decisions made the biggest impact? In this solo episode, Rob Walling breaks down the 10 decisions that shaped his success, like choosing action over perfection, learning fast from failure, and building a financial cushion to take smarter risks. It’s an honest look at what worked and the choices that made the biggest difference. Topics we cover: (2:53) – Stop reading, start shipping (4:48) – Learn from mistakes and change course (6:47) – Build a financial cushion (8:38) – Write publicly about your journey (13:04) – Make bigger, but manageable bets (15:21) – Embrace the unsexy, grindy work (18:05) – Identify blind spots to grow faster (19:39) – Set clear goals and stick to them (21:26) – Know when to persist, pivot, or quit (24:40) – Don’t make decisions in emotional moments Links from the Show: MicroConf Connect Start Small, Stay Small Comic Lab Podcast TinySeed 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

Are you repeating any of these mistakes in your business? In this episode, Rob Walling walks through his ‘founder regret list’, detailing 12 key mistakes from his 20-year entrepreneurial journey. In this very personal episode, he tells some stories he’s never shared publicly before. Topics we cover: (4:17) – Thinking venture capital was the only path (6:12) – Launching without validating the idea (9:26) – Choosing ideas that couldn’t be bootstrapped (12:48) – Relying too much on books (16:36) – Trying to do everything solo (21:10) – The arrival fallacy (23:19) – Delaying email list growth (25:51) – Taking random advice too seriously (28:43) – Overestimating skills after early wins (30:29) – Letting anxiety steal the joy from success (32:34) – Not letting wins build confidence (33:50) – Holding onto a scarcity mindset Links from the Show: TinySeed Institute Sponsor the Podcast or MicroConf Start Small, Stay Small The SaaS Playbook Zero to Sold by Arvid Kahl 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

What if your biggest growth blocker isn’t the market, but the story you’re telling yourself? In this episode, Rob Walling welcomes back fan favorite Ruben Gamez, founder of SignWell, to debunk common bootstrapper myths. They discuss misconceptions like never needing to sell your company or market your product, and emphasize the realities of growth plateaus, business valuation, and exit strategies. Topics we cover: (4:50) – I’ll never sell my company (11:40) – I can just coast on profit forever (21:48) – I’m built differently, so I don’t need to market (31:54) – Building many tiny projects is a strategy (34:46) – It’s all about luck Links from the Show: Invest in TinySeed Fund 3 Ruben Gamez (@earthlingworks) | X SignWell Ruben Gamez | LinkedIn MicroConf YouTube Channel If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Are common SaaS myths sabotaging your success? In this episode, Rob Walling sits down with SaaS growth expert (and TinySeed Institute coach) Marc Thomas to break down ten persistent and damaging myths believed by many SaaS founders and why challenging them is key to scaling smart. Topics we cover: (4:52) – “I’m not good at marketing” is a lie (8:48) – Top-of-funnel obsession (13:12) – Lifetime affiliate payouts = profit killers (18:21) – Hiring a marketing team too soon (21:52) – Chasing new markets too early (25:08) – Fear of sending more email (27:36) – Chasing shiny growth hacks like programmatic SEO (31:14) – Dismissing sales in favor of only self-serve (35:10) – Avoiding competitor content out of fear Links from the Show: MicroConf Europe – September 28–30 · Istanbul, Türkiye TinySeed SaaS Institute Positive Human Marc Thomas | LinkedIn Marc Thomas’ LinkedIn post on 10 SaaS Myths 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

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: (3:25) – Feedback on Season 4 of TinySeed Tales (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 upcoming 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 upcoming 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 joins 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 upcoming 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 user 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 user feedback 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 account, I'm reminded why traditional banking feels stuck in the past. When our previous bank faced solvency issues, we needed to spin up new accounts 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 accounts 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 accounts 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; Members 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 upcoming 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 affiliate 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 affiliate 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 upcoming 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 (ECPs) and why they matter more than ideal customer profiles (ICPs) 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 account, I'm reminded why traditional banking feels stuck in the past. When our previous bank faced solvency issues, we needed to spin up new accounts 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 accounts 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 accounts 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; Members FDIC. Topics we cover: (3:02) – What Go-to-Market actually means for bootstrapped founders (7:14) – Early Customer Profile (ECP) vs. Ideal Customer Profile (ICP) (10:30) – Common mistakes founders make when choosing their ECP (13:48) – Real-world B2B SaaS examples of successful ECP 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 upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

How do you position your SaaS for success? 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 upcoming 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 joined 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 account, I'm reminded why traditional banking feels stuck in the past. When our previous bank faced solvency issues, we needed to spin up new accounts 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 accounts 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 accounts 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; Members 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 quest...

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 upcoming 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) – Upcoming 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 feedback 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 upcoming 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 affiliate 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) – Affiliate 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 support it (20:47) – Don’t add social logins to your signup 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 questi...

Is product management more of an art, or a science? In episode 767, Rob Walling is joined 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 ICP 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 roadmaps and user feedback? 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 upcoming 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 upcoming 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. Join 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: Join 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 upcoming 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 upcoming 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 upcoming 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, join 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 upcoming 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 feedback 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 upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

In episode 760, join 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 upcoming 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 upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

In episode 758, Rob Walling is joined by Derrick Reimer to tackle a variety of listener questions. They discuss strategies for entering a market with established competitors, including how to position your product without directly attacking rivals. They also reflect on the challenges of free trials, weighing the pros and cons of extending trial periods versus incentivizing onboarding. Episode Sponsor: Most marketing agencies promise growth but never move the needle. But Corey Haines and the team at Conversion Factory? They know how to deliver results. Derrick Reimer said that "Under Corey's marketing leadership, SavvyCal broke into the market with a successful launch and steadily grew to several thousand customers." And Eunice Koo of Less Annoying CRM said that their “first A/B test with Conversion Factory, delivered a 20% increase in visitor to trial conversions within the first two months.” Imagine having a senior copywriter, designer, and web developer at your disposal to turn every marketing idea into a reality. Head to conversionfactory.co and mention this podcast when you book a call for $1,000 off your first month. Topics we cover: (1:18) – How to launch a SaaS product in a market with an established competitor (6:21) – Do I call out competitors by name? (14:24) – How do you really identify what moves the needle in your Saas? (19:59) – Breaking down the “one thing” (23:32) – Selling and marketing SaaS before building (30:36) – What is the goal of your free trial? (39:10) – On the fence between B2B, B2C Links from the Show: TInySeed Applications are open until Feb 23rd Derrick Reimer (@derrickreimer) | X Derrick Reimer (@derrickreimer.com) | Bluesky SavvyCal 757 | TinySeed Tales s4e5: Founder Breakups, Crushing Failures, and the Future TinySeed MicroConf Connect SaaS Institute Start Marketing The Day You Start Coding by Rob Walling Start Small Stay Small by Rob Walling If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes |

In this episode of TinySeed Tales, Rob Walling chats with Colleen Schnettler, co-founder of Hello Query, as she navigates the complexities of her startup journey. After a challenging period with her co-founder Aaron, Colleen reflects on their decision to part ways and the emotional toll it has taken on her. She shares her feelings of crushing failure, the uncertainty of moving forward alone, and the realization that their initial product vision may not align with market needs. Topics we cover: (0:49) – Colleen and Aaron make a tough decision (4:09) – Voice memo, “Crushing Failure” (7:59) – What if you hadn’t raised money? (11:44) – Colleen weighs her remaining options 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 upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

In episode 756, Rob Walling interviews Brendan Fortune, Director of Product Management at Customer.io, to explore the skills and frameworks for effective product management. Brendan shares his journey and discusses the importance of understanding customer behavior to drive product decisions. They delve into the concept of the flywheel and how it can be leveraged to enhance user success and optimize pricing strategies. Topics we cover: (2:46) – What does a product manager do? (10:36) – When should a SaaS company designate a full time product manager? (15:33) – Pricing and and creating a flywheel (22:41) – Deciding on your “fair” value metric (30:01) – Pricing experimentation in the early days Links from the Show: Applications for TinySeed Spring 2025 are Open! Invest in TinySeed Ask a product question on Startups For the Rest of Us Brendan Fortune | LinkedIn Customer.io Product Flywheel + Pricing + Org Strategy (Miro) Your Pricing is WRONG (even Sam Altman Made This Mistake) 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

In this episode of TinySeed Tales, Rob Walling checks in with Colleen Schnettler, co-founder of Hello Query, as she shares the latest developments in her startup journey. Colleen shares the insights gained from recent customer interviews that led to a significant pivot in their product strategy. Hello Query is now focused on embedding custom reporting features within other SaaS applications and Colleen reflects on balancing product quality with minimal v1 features. Her excitement is building to get their solution into users' hands. Topics we cover: (1:32) – Digging into customer interviews (3:54) – Filtering out the noise to achieve confidence (5:31) – Other competitors in the space (8:53) – How Colleen prepares for and sources customer conversations (12:11) – Is the technical implementation coming along? Links from the Show: Invest in TinySeed Episode 748 | The Ins and Outs of Startup Investing 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 upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

In episode 754, join Rob Walling for a solo adventure as he tackles listener questions on a variety of topics. He discusses strategies for converting free users to paid customers, the implications of AI advancements on the SaaS landscape, and how to navigate platform risks when larger players enter your market. Rob also shares insights on breaking through growth plateaus. Topics we cover: (3:12) – When in doubt, don’t try freemium (6:44) – Different levers you can pull to make freemium work (8:53) – How will SaaS be affected by the exponential growth of AI? (14:09) – Big players launching features is a form of platform risk (17:24) – Should I spin out a portion of my product into a new product? (20:05) – Thinking through plateaus in your business growth Links from the Show: MicroConf Connect Applications are open through Feb 5th Ask a Question on Startups For the Rest of Us TinySeed Episode 663 | 5 Insights SaaS Founders Should Know About A.I. (Ignore at Your Peril) Episode 735 | The 8 Levels of SaaS Platform Risk (A Rob Solo Adventure) MicroConf YouTube Channel If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

In this episode of TinySeed Tales, Rob Walling reconnects with Colleen Schnettler, co-founder of Hammerstone, as she shares the latest developments in their startup journey. Colleen opens up about the emotional challenges of co-founder conflicts with Aaron, highlighting the importance of communication and alignment in their partnership. They also discuss the significant pivot from their initial product offering to the newly rebranded Hello Query, a SaaS solution focused on internal reporting for teams. Topics we cover: (0:59) – Breaking up with a co-founder (7:39) – How could this conversation have been different? (9:49) – Navigating a major pivot (14:37) – Changing the name (16:56) – Getting closer to finding product-market-fit (19:39) – Competing in a competitive market Links from the Show: SaaS Institute TinySeed Colleen Schnettler (@leenyburger) | X Colleen Schnettler (@leenyburger.bsky.social) | Bluesky Aaron Francis (@aarondfrancis) | X Aaron Francis (@aaronfrancis.com) | Bluesky MicroConf Recap, Episode 59 – The Hammerstone Podcast 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 upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

In episode 752, Rob Walling interviews Lars Lofgren to discuss the current state of SEO. Lars shares insights on how SEO has drastically changed, especially with the rise of AI and the volatility brought on by Google’s evolving algorithm. They cover the challenges of ranking for terms, the impact of AI content, and the rise of "parasite SEO." Topics we cover: (2:16) – SEO traffic that generates $7.2M annual revenue (4:54) – Changes in Google’s algorithm (9:46) – How to approach SEO as a bootstrapper (15:45) – SEO has changed considerably (19:48) – AI and SEO (25:54) – The advent of AI Overviews (31:19) – Parasite SEO and the importance of brands Links from the Show: Get Your Tickets for MicroConf US by Jan 31st Larslofgren.com Lars Lofgren (@LarsLofgren) | X Lars Lofgren at MicroConf TinySeed.com MicroConf YouTube Channel If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

In this episode of TinySeed Tales, Rob Walling catches up with Colleen Schnettler, co-founder of Hammerstone, about the progress her team has made since their initial check-in. Colleen describes the tough decision to focus on one product stack, and their recent pivot toward building a reporting MVP. They also discuss Colleen’s shift into a more managerial role. Topics we cover: (2:10) – Motivations behind building additional functionality (7:07) – Repositioning the reporting dashboard (10:08) – Focusing in on the successful part of the product (14:30) – How shifting focus affects the team dynamic (16:19) – ”Hiring is horrible” (22:20) – What has management been like? (26:11) – Growing as a manager Links from the Show: Invest with TinySeed Colleen Schnettler (@leenyburger) | X Colleen Schnettler (@leenyburger.bsky.social) | Bluesky Refine by Hammerstone Hello Query Buy Back Your Time by Dan Martell Never Split the Difference by Chris Voss, Tahl Raz 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

In episode 750, Rob Walling is joined by Laura Roeder, founder of Paperbell, to answer intermediate listener questions. They discuss making your first hire with limited funds, testing pricing models with existing customer bases, and more. Laura also provides some great advice on content marketing, drawing from her past experience at MeetEdgar. Topics we cover: (3:14) – Building a team before you can afford your first, full time hire (11:11) – Testing pricing with existing customer bases (19:00) – What type of content should you focus on? (25:20) – Growing a pipeline of leads with limited resources (31:00) – Who are your 100 best customers? Links from the Show: SaaS Institute TinySeed TinySeed Tales is Back: S4E1 Lauraroeder.com Laura Roeder (@lauraroeder.bsky.social) | Bluesky Paperbell Episode 473 | Managing Annual Subscriptions, Low-price vs. High, Being a Non-Developer Founder, and More Listener Questions with Laura Roeder Exactly How I Cold Emailed My Way to A Life-Changing Exit (And You Can Too) by Laura Roeder The SaaS Playbook Buy Back Your Time by Dan Martell If I Started SaaS in 2024, Here’s My B2B Content Strategy for $1M ARR The Ultimate Sales Machine by Chet Holmes If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify

Welcome to Season 4 of TinySeed Tales, where we follow the founders of one SaaS startup throughout a few years as they share their struggles, victories, and failures. In the first episode of Season 4, Rob introduces us to Colleen Schnettler, the cofounder of Hammerstone. Colleen is a self-taught Rails developer, and this season will follow how Hammerstone eventually becomes Hello Query – an AI-powered chatbot that runs custom reporting on your data. Colleen is one of 27 startup founders from TinySeed’s Fall 2022 accelerator batch. Topics we cover: (2:16) – TinySeed Tales Season 4 with Colleen Schnettler (3:57) – Custom reporting in Laravel and Rails (7:05) – Becoming an “atypical founder” (14:11) – Entrepreneurship as a military spouse (16:17) – Motivations for joining TinySeed (19:15) – A recent low point, and high point in the business (25:00) – Big plans and risky moves ahead Links from the Show: TinySeed Applications open on February 10th Colleen Schnettler (@leenyburger) | X Colleen Schnettler (@leenyburger.bsky.social) | Bluesky Refine by Hammerstone Hello Query Software Social Podcast TinySeed Tales | Season 1 | Castos TinySeed Tales | Season 2 | Gather TinySeed Tales | Season 3 | Cloudforecast 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

In episode 748, Rob Walling sits down with Einar Vollset, co-founder of TinySeed, to discuss the ins and outs of startup investing. They explore the differences between VC and angel investing, the importance of deal flow, and the challenges of valuation. Rob and Einar also highlight how TinySeed’s approach differs from traditional VC, including their focus on capital efficiency and why it’s been working for ambitious B2B SaaS companies. Topics we cover: (2:37) – The stigma of bootstrapper funding is waning (6:44) – What success looks like in venture funding (10:45) – Breaking down the math and deal flow (17:54) – How valuations work (26:21) – Keeping optionality (29:58) – Evaluating markups (35:18) – Raising TinySeed’s next fund Links from the Show: MicroConf Connect Applications open until January 15th TinySeed Invest with TinySeed Einar Vollset (@einarvollset) | X Episode 744 | Bluesky, TinySeed is Raising, YC Backs Competitors, and More Hot Take Tuesday Topics Discretion Capital How To Invest In Startups by Sam Altman 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