In episode 734, Rob Walling interviews Ian Landsman, founder of HelpSpot, about his 20-year bootstrapper journey. They discuss Ian's transition from on-prem software to SaaS, the challenges and benefits of each, and the early days of building the business. They wrap up by di…
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Your query for "Funding" returned 397 episodes.Episode 731 | How to Delegate as a Perfectionist, SaaS Partnerships, Planning Your Next Quarter, and More Listener Questions (with Derrick Reimer)
In episode 731, join Rob Walling and Derrick Reimer as they tackle some more advanced listener questions. They discuss delegation and giving up areas of control as a founder, including examples from their time together at Drip. Derrick describes how he approaches partnering …
Episode 729 | 9 Things I’ve Learned Investing in 170+ SaaS Companies
In episode 729, join Rob Walling as he shares insights from the 170+ SaaS investments he’s made through his B2B SaaS accelerator, TinySeed. Key patterns include the survivability of SaaS, the lucrative value of these companies, and commonalities across the ones that grow t…
Episode 727 | Gymdesk Sells for More than $32.5 million, Hiring Gets Easier, and More Hot Take Tuesday Topics
In episode 727, Rob Walling is joined by Tracy Osborn and Einar Vollset to give their hot takes on some recent news. First they celebrate Gymdesk’s recent funding and evaluate what that means for TinySeed companies. Then, they weigh in on bootstrapper hiring, grappling wit…
Episode 725 | SEO in the Age of AI, Freemium, When Brand Becomes Important, and More Advanced Listener Questions (with Ruben Gamez)
In episode 725, join Rob Walling and Ruben Gamez as they answer several more advanced listener questions. They discuss the challenges of pursuing freemium as a bootstrapper and make a suggestion that might surprise you. Rob and Ruben also talk about why building your busines…
Episode 724 | Managing Managers, Breaking Through Plateaus, Thoughts on EOS, and More Later-Stage Listener Questions
In episode 724, join Rob Walling as he takes on some later-stage listener questions in another solo adventure. He provides several tips for managing managers, how to break through MRR plateaus, and how to think about SaaS versus agency work. Rob also offers his take on how h…
Episode 722 | Bootstrapping a Vertical SaaS to 7-Figures in 18 Months
In episode 722, Rob Walling interviews James Mooring, co-founder of Astalty, a SaaS serving Australia's NDIS market. James reveals how they bootstrapped from zero to seven figures in just 18 months and then they explore the strategic decisions, clever pricing, and deep indus…
Episode 721 | 7 Key Takeaways from the 2024 State of Independent SaaS Report
In episode 721, Rob Walling and Asia Orangio analyze the results of MicroConf’s 2024 State of Independent SaaS Report. They share their key takeaways including the impact of business models on growth, requiring credit cards for free trials, and how the number of founders a…
Episode 719 | How to Test Pricing, Lifetime Deals, and Building Something for Everyone (A Rob Solo Adventure)
In episode 719, join Rob Walling as he embarks on another solo adventure, tackling listener questions. He discusses how to test pricing, addresses the pitfalls of one-time payments vs. SaaS, and he reflects on “building something for everyone.” He wraps up with advice on…
Episode 718 | When to Give Up, Open Source Competition, Painful Features, and More (with Derrick Reimer)
In episode 718, Rob Walling and Derrick Reimer tackle listener questions about giving up on ideas, competing in crowded markets, and developing painful features. They also chat about SavvyCal’s recent design refresh, finding founder-market fit, and whether Derrick has reti…
