In episode 15 of the Superconnector podcast, Matt Joseph interviews Spencer Cassidy, the Cofounder and CEO of LifeLegacy. Cassidy is a Google alum who sold his first startup Balto (YC W19) to a publicly traded company.

We cover his journey from working at Google for 5 years, to the successful acquisition of his previous startup, Balto, to founding LifeLegacy, an estate planning platform inspired by personal tragedy and the COVID-19 pandemic.

Chapters

00:00 Welcome

00:38 The Genesis of LifeLegacy

04:11 How LifeLegacy gets customers

05:58 Developing strategic partnerships

08:10 Why boostrapping made sense

11:07 Bootstrapping vs Venture Capital

14:48 The personal tragedy behind LifeLegacy

18:20 Raising a family as a founder

20:13 Advice for aspiring founders

22:32 Working at Google vs being a founder

23:20 Lessons from angel investing

27:51 Most rewarding part of being a founder

32:07 Sports, Startups, and the Skills That Translate

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