Episode 748 | The Ins and Outs of Startup Investing

Episode 748 | The Ins and Outs of Startup Investing

Author: Rob Walling January 14, 2025 Duration: 38:43
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

Rob Walling hosts Startups For the Rest of Us, a long-running conversation focused squarely on the realities of building a company without massive venture funding. This isn't about Silicon Valley fairy tales; it's a practical, ground-level view of entrepreneurship. Each episode delves into the specific journeys of founders who are starting, acquiring, or growing their SaaS businesses, emphasizing the path of bootstrapping. You'll hear the unvarnished details-the strategic decisions, the unexpected obstacles, and the hard-won victories that define the daily life of a founder. The discussions are built on real stories, offering tangible lessons from both struggle and success. For anyone who has ever felt that the typical startup narrative doesn't reflect their own resource-constrained reality, this podcast provides a necessary and relatable perspective. It’s a deep resource for actionable advice and genuine camaraderie, connecting you with the experiences of those navigating the same challenging terrain. Tune in for honest conversations that cut through the hype and focus on building sustainable businesses.
Author: Language: en-us Episodes: 100

Startups For the Rest of Us
Podcast Episodes
Episode 806 | Bootstrapping Missive to $8M ARR Over 10 Years [not-audio_url] [/not-audio_url]

Duration: 33:54
Can a small team really bootstrap to $8M ARR in a crowded SaaS market? In this episode, Rob Walling chats with Philippe Lehoux about how he and his co-founders bootstrapped Missive, a collaborative email and team inbox t…
Episode 803 | 8 Key Takeaways from MicroConf Europe 2025 [not-audio_url] [/not-audio_url]

Duration: 34:19
What's it really like to attend MicroConf? In this episode, Rob Walling and Laura Sprinkle, founder of Rootabl, recap MicroConf Europe 2025 in Istanbul. They discuss the MicroConf vibe, standout talks on AI, affiliate ma…
Episode 800 | The 12 Commandments of Startups for the Rest of Us [not-audio_url] [/not-audio_url]

Duration: 37:11
What if you could get all 15 years of this podcast bundled up into one episode? In episode 800, Rob Walling goes solo for a special milestone installment of Startups For the Rest of Us. He covers the 12 foundational comm…