What Previously Funded Founders Do Differently

Startup Therapy

In this episode of the Startup Therapy Podcast, Ryan and Will discuss the daunting realities of raising capital for startups. By sharing insights and experiences from both first-time and repeat founders, they delve into the recurring theme of regret found amongst entrepreneurs who've gone through the funding process. Topics include the hidden costs of raising money, the pitfalls of losing focus, and the challenges of working with investors. The hosts offer practical advice on when to raise funds, how to mitigate the risks of distraction, and the importance of being selective and strategic about bringing investors on board. Whether you're gearing up for your first round of fundraising or re-evaluating your approach, this episode provides valuable lessons to help navigate the complex landscape of startup financing.

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Wil Schroter
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Ryan Rutan
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What to listen for:
00:14 The Reality of Raising Funds
00:38 Founders' Regrets and Reflections
02:15 The Perils of Not Getting Paid
04:22 Understanding Founder Compensation
11:04 Strategies for Better Compensation
13:24 Challenges with Profitable Companies
15:02 The Pressure to Grow or Bust
15:16 The Dilemma of Raising Too Early
15:47 The Vulnerability of Early Stages
16:22 The Importance of Timing in Fundraising
16:56 The Pitfalls of Early Funding
17:28 The Distraction of Fundraising
20:34 The Impact of Investor Expectations
28:23 The Challenge of Having a New Boss
31:50 Key Takeaways and Final Thoughts