Season 7 - Episode 8: Skip the Payroll - Keep the Progress

What happens after you exit your startup and don't want a boss again? Taylor Crane shares how that moment led to a new way of working—and a new way of thinking about early hires. We dig into product lessons, co-founder dynamics, and what fractional roles look like behind the scenes. Plus, we cover when bringing on part-time leadership is actually smarter than hiring full-time.

Takeaways

  • Taylor Crane started his first company during the pandemic.

  • His poker app aimed to create a friendly online environment.

  • He raised venture capital but faced challenges with the business model.

  • Fractional work allows experts to work part-time for multiple companies.

  • Bootstrapping offers more control and less pressure than raising capital.

  • Raising early-stage capital can decrease the chance of success for founders.

  • Co-founder relationships can be beneficial but also risky.

  • Building a strong network is crucial for solo founders.

  • Fractional work can provide significant earning potential for skilled professionals.

  • Taylor is excited about the future of his marketplace for Fractional Jobs.

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Season 7 - Episode 9: Is Ego Killing Your Startup?

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Season 7 - Episode 7: Can You Grow Too Fast?