Startups For the Rest of Us

In episode 715, Rob Walling is joined by Dr. Sherry Walling to discuss a variety of topics. They chat about two recent and meaningful interactions made possible by the Internet, the motivations behind organizing and performing a circus show, and they chat about upcoming launches on the horizon – new books and courses for SaaS founders. Episode Sponsor: We have been partnering with Lemon.io for sev...

In episode 714, join Rob Walling for another solo adventure where he answers listener questions. He talks about what to expect when acquiring a competitor and how he might integrate their business. Rob also covers navigating HIPAA compliance as a bootstrapper, how to find a developer co-founder, and he explores the concept of Total Reachable Market (TRM). Episode Sponsor: Is your outsourced develo...

In episode 713, Rob Walling is joined by Arvid Kahl to share their experience from MicroConf US 2024 in Atlanta. They each discuss their top 5 moments, ranging from Dr. Sherry Walling’s talk on motivation to Ben Chestnut’s chat with Rob onstage. They agree that there’s nothing quite like being in the room with everyone and soaking in all the interactions outside of the official talks.  If you miss...

In episode 712, join Rob Walling for another solo adventure. He starts by revisiting past predictions and provides an update on how he successfully staved off full burnout. Rob then gives updates on this podcast, the progress of TinySeed and MicroConf, and teases two new books that he’s working on. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a t...

In episode 711, join Rob Walling and Ruben Gamez as they answer listener questions. They chat about finding early customers without an audience, how to approach horizontal vs. vertical product spinoffs, and some considerations for No Code development. They also discuss the challenges of serving prosumer SaaS, the importance of understanding customer segments for pricing strategies, and the dual fu...

In episode 710, join Rob Walling for another solo adventure where he answers listener questions. He answers whether you need a burning passion to be successful in entrepreneurship, and how that relates to developing a product alongside a day job. Rob also discusses competing against VC-backed companies, learning to code in the age of AI, and how much risk lies in IP theft when building your SaaS....

In episode 709, join Rob Walling for a solo adventure as he shares his story of growing his personal wealth over the past few decades. Selling companies was the major driver of wealth, but he also explores the role of cryptocurrency, running profitable companies, and angel investing. Rob emphasizes the power of entrepreneurship in achieving financial freedom, while acknowledging there are ways to...

In episode 708, Rob Walling and Derrick Reimer tackle listener questions about building development skills vs. business skills and strategies for entering competitive markets. They also chat about building on top of AI services, addressing the risks of platform dependency and the importance of managing infrastructure costs.  Episode Sponsor: Is your outsourced development team dropping the ball? M...

In episode 707, Rob Walling, alongside guests Tracy Osborn and Einar Vollset, give their hot takes on some recent news in the world of SaaS. They discuss Once.com’s launch, liquidation preference nuances in startup buyouts, with moving from open source to full time income and more.  Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers...

In episode 706.5, join Rob Walling as he reconsiders some of his most common advice. He explores why lowering prices might make sense and discusses the benefits of a B2C business model. Rob also walks back his prior advice on bootstrapping two-sided marketplaces and launching multiple products to see what sticks.  Topics we cover:  1:04 – What would happen if you lowered prices? 3:56 – Benefits of...

MicroConf US in Atlanta is here in just a couple weeks, and this is your last call to buy tickets. We've sold more than 90% of the tickets, and we will sell this event out as we have for many years. The event is April 21st through the 23rd in Atlanta, Georgia at the amazing Starling Atlanta. There are going to be 200-ish of your closest bootstrapped and mostly bootstrapped founder friends who are...

In episode 706, join Rob Walling for a solo adventure where he discusses a variety of topics. He starts with why it’s important to both consider and credit “prior art” in business. Rob outlines his 2/20/200 idea validation framework used to repeatedly evaluate ideas. He also covers why, though there are some advantages, designing by committee has some significant downsides.  Episode Sponsor: Is yo...

In episode 705, Rob Walling interviews Braden Dennis, co-founder and CEO of FinChat. They discuss Braden’s journey going from fully bootstrapped, all the way to taking venture capital as FinChat scaled. Braden shares his experience in initially launching to an audience, how they successfully launched a second product, and how FinChat operates well with multiple co-founders. Episode Sponsor: Find y...

In episode 704, join Rob Walling for another solo adventure where he answers listener questions. He weighs in on buying a SaaS, how to validate ideas using landing pages, and what tech stack to choose. Rob also provides guidance for those considering leaving their comfortable day jobs in favor of being a founder. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve...

In episode 703, Rob Walling interviews Jordan Hansen, founder of Cobalt Intelligence. They dive into Jordan's unexpected journey into SaaS and the growth of his company, which specializes in business verification through API. Jordan reflects on quitting his job to pursue his startup and the benefits of community and mentorship he has received from TinySeed.  Episode Sponsor: Find your perfect deve...

In episode 702, join Rob Walling for another solo adventure where he answers listener questions. He answers how to introduce friends to bootstrapping, when to lower your prices, and addresses the difference in revenue and profit multiple valuations. Rob also offers advice when weighing a career move versus building side projects and scaling your MVP. Episode Sponsor: Is your outsourced development...

In episode 701, Rob Walling interviews Matt Wensing, founder of Summit, a SaaS platform for lead scoring and qualification. Matt shares insights on finding product-market fit, the importance of following customer workflows to get there, and the challenges of marketing and positioning. Rob asks about his choice to raise venture capital, and how keeping a lean team maximizes that opportunity. Episod...

In episode 700, Rob goes solo to celebrate another milestone of Startups For the Rest of Us. He reflects on playing the long game and doing so publicly enough to create larger luck surface area. He also emphasizes building skills in the process, and highlights several founders who have done this well. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with...

In episode 699, Rob Walling chats with fan favorite Derrick Reimer, the founder of SavvyCal, about scaling products tastefully. Derrick offers his perspective on maintaining a tidy UX and deciding which features to implement. They also cover best practices for maintaining knowledge bases, changelogs, and documentation. As a bonus, Rob and Derrick offer podcasting advice to their past selves. Episo...

In episode 698, Rob Walling interviews Noah Kagan, CEO of AppSumo. They discuss the importance of eliminating distractions, cover strategies that led to growth in Noah’s businesses, and share insights from growing YouTube channels. Noah also shares why he decided to write his new book, Million Dollar Weekend. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve work...

In episode 697, join Rob Walling for a solo adventure where he makes predictions for SaaS in 2024. His predictions focus on Vertical SaaS, emerging markets, the professionalization of No-Code, subscription fatigue,  AI and more. At the end of the episode, he evaluates predictions he made over the past 10 years to see if they held up. Episode Sponsor: Find your perfect developer or a team at Lemon....

In episode 696, Rob Walling and Ruben Gamez cover a variety of topics. They discuss how product market fit is achieved across customer segments and use cases, not simply broadly. Ruben shares how he approaches effective decision making and sales as an introvert. They wrap up by sharing how they evaluate candidates when hiring to build their teams. Topics we cover:  4:47 – Product market fit, incre...

In episode 695, Rob Walling and Asia Orangio answer listener questions. They take questions about ideal target customers, moving from B2C to B2B, and how to advertise for a product in a new space. They wrap up discussing the challenges of making freemium work while bootstrapping. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers an...

In episode 694, join Rob Walling as he recaps 2023. He reflects on growing TinySeed, MicroConf, the YouTube channel and this podcast. Rob also addresses his struggle with "arrival fallacy" and the continuous journey of success. Alongside the growth, he describes seeing burnout on the horizon, emphasizes the importances of addressing that early, and what it means for him and his team in 2024. Episo...

In episode 693, Rob Walling interviews Grant McConnaughey, founder of Postpone, a social media scheduling tool. They discuss the app's growth from inception to mid six figures, early growth tactics, a successful price increase, and platform risks with Reddit and Twitter. Grant also shares his experience going all-in on one idea, joining TinySeed, and reveals what he can still improve upon. Topics...