Mikey Taylor on Pro Skateboarding, Politics, and his Private Equity Takeover
Update: 2025-07-21
Description
Guest: Mikey Taylor (@mikeytaylor)
Mikey Taylor is a former pro skateboarder turned private equity real estate investor, mayor pro tem of Thousand Oaks, and father of three. But behind the public wins is a man who's walked through identity loss, marital struggles, and a full reinvention of what it means to lead his family—with purpose, presence, and humility.
In this episode, we dive into:
- Going from pro skater to entrepreneur—and the identity crisis that followed
- How Mikey's obsession with performance nearly cost him his marriage
- What saved his relationship with his wife, Jen (and how they rebuilt together)
- The hard-earned wisdom that made him a better husband and dad
- What kids actually learn from you—and why presence matters more than provision
- His thoughts on ambition, social media, and chasing goals without losing your family in the process
- The biggest mirrors in fatherhood, and what he's still working on
This one is raw, grounded, and full of truth bombs.. especially for high-achieving men who are trying to balance ambition with intimacy, leadership with love, and legacy with presence.
🔗 Connect with Mikey: @mikeytaylor
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