Episode 837 | How Do You Learn Product? And Optimizing Your Trial Funnel (with Ruben Gamez)
In this episode Rob Walling and repeat guest Ruben Gomez discuss two core SaaS challenges: optimizing trial funnels with the right amount of friction, and learning the product function within the four essential SaaS skills. Ruben contrasts his two businesses—BidSketch, where added educational friction boosts conversions, and SignWell, where a near‑zero‑friction sign‑up (Google OAuth) drives higher paid upgrades—illustrating how product type, time‑to‑value, and customer mindset dictate funnel design. They also dive into practical ways to acquire product expertise, emphasizing hands‑on testing, learning from peers, and iterating based on data. The conversation offers actionable insights for founders on when to add or remove steps in the user journey and how to develop product decision‑making skills.
Episode 836 | The 5 A.I. Moats Acquirers Value Most
In this episode Rob Walling talks with Anar Volset, founder of Discretion Capital, about the current state of SaaS M&A for companies with $2‑$20 million ARR and the five AI‑driven moats that acquirers now prioritize. Anar outlines how market sentiment has...
Episode 823 | Hot Take Tuesday: Is A.I. Killing B2B SaaS?, ChatGPT Ads, OpenClaw
In this Hot Take Tuesday episode, Rob Walling, Tracy Osborne, and Anar Volset discuss whether AI is threatening B2B SaaS, the rise of AI-driven advertising on platforms like ChatGPT, and the rapid growth of the OpenClaw community. They argue that...
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Rob Walling reviews TinySeed’s progress at the end of 2025, highlighting that the accelerator has invested in over 210 B2B SaaS companies, raised just under $60 million across three funds, and returned capital from its first fund. He notes emerging trends...
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Rob Walling answers listener questions, offering a framework for handling a plateaued $500k SaaS business and warning that putting a company on "autopilot" often leads to decline. He explains when founders should invest in SOC 2 compliance, the pros and cons...
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Rob Walling answers listener questions about whether technical SaaS founders should bring on a sales‑and‑marketing co‑founder, introducing his "Core Four" model of essential early‑stage SaaS skills. He explains how to prioritize or outsource these skills, argues that sales‑led growth can...
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Rob Walling talks with Missive co‑founder Philippe Lehoux about how a small, bootstrapped team grew the collaborative email platform to $8 M ARR, covering the early idea, landing first customers, and the decision to stay independent of VC funding. They explore...
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In this solo episode, Rob Walling examines how founders should navigate gatekeeping versus earning their place by paying dues, emphasizing the importance of self‑education and effort before seeking community help. He argues that raw, unpolished material—early ideas and skills—outweigh polished...
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In this solo episode, Rob Walling tackles listener questions about product positioning, debating vertical, orthogonal, and horizontal strategies for bootstrapped SaaS founders, and examines whether AI now makes inventing a new category viable. He stresses evaluating how much a product...
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Rob Walling and Laura Sprinkle recap MicroConf Europe 2025 in Istanbul, describing the friendly, diverse crowd and the value of off‑stage networking and excursions. They highlight standout sessions on AI, lifecycle marketing, affiliate programs, and scaling SaaS to $2M ARR,...
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In this solo episode, Rob Walling tackles listener questions about SaaS growth, explaining how to respond when marketing channels stop scaling and offering strategies for promoting a product still seeking product‑market fit. He advises founders to publish early‑stage content on...