Episode 73: Jay Brown: What Happens When A City Teaches You About Who You Really Might Be

A town can shape you before you notice. That’s the tension we explore as a longtime local sits with Jay Brown, who moved to Santa Cruz to be near his daughter and got pulled into its undertow of beauty, scarcity, and stubborn pride. We start with raw honesty—fear of influence, years of civic fatigue, and the ache of watching good ideas fall apart—and open into a bigger frame: what if surf culture explains more than surfing?

Jay and I trace how point breaks trained a mindset of safety and scarcity that spills onto land—into traffic patterns, housing stress, and the quiet competitiveness inside “mellow.” We talk third places, why they matter, and why they’re so hard to build when a community feels gatekept. The conversation pivots to intention and influence: using reach without performing for validation, and practicing a kind of civic repentance—naming what is true, breathing, and choosing better together.

Underneath policy and posts is the human problem: belonging. When people feel they belong, their nervous systems settle, creativity switches on, and gifts flow—products, services, and simple care we can all feel. Gatekeeping blocks those gifts. We wrestle with money as the language we all speak, AI as a non-answer to meaning, and the reality that markets mirror our choices. The aim isn’t a shiny win; it’s winning our hearts back, together, through small, durable commitments that make space for trust.

If you’ve ever loved a place that hurts you back, or wondered why a city can feel both open and closed, this one’s for you. Listen, share it with a friend who needs a little hope, and leave a review to tell us where you’re finding or building belonging.