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Y Combinator Startup Podcast

Should You Quit Your Job At A Unicorn? | Dalton & Michael Podcast

Nov 6, 2023
Navigating the world of late-stage startups can be tricky. Experts discuss key indicators that signal when it's time to leave a unicorn company versus staying put. They dive into the realities of equity risks and the importance of assessing job security through metrics like revenue and user engagement. Listeners learn how to evaluate job opportunities across unicorns and early-stage startups, weighing responsibility and equity against potential pitfalls. Ultimately, personal judgment prevails over a company’s shiny reputation.
13:31

Podcast summary created with Snipd AI

Quick takeaways

  • Assess the health of a unicorn startup by considering revenue, user satisfaction, product-market fit, and customer engagement.
  • Timing is crucial for employees at late-stage unicorns, and considering opportunities at smaller, earlier-stage companies can be advantageous for career growth and better equity terms.

Deep dives

Assessing the Odds of Success for Unicorn Startups

With over 1,400 unicorns in existence, the podcast examines the realistic likelihood of all these companies going public successfully. Assuming an optimistic estimate that one-third of the unicorns are expected to thrive and achieve a successful IPO, the remaining two-thirds are likely to face challenges. For employees in later-stage unicorns, the strike price of options tied to valuation becomes a crucial consideration. And in the event of an acquisition, employees may have to reinterview for their jobs, potentially ending up at a big tech company they were trying to avoid.

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