Deep with Jay
DEEP is a weekly show hosted by Jay Wilkerson. Here nothing is off limits!
Each episode we dive DEEP into the fun, the sexy and the downright provocative exploration of the stories, ideas and conversations that make us think, laugh and maybe even blush a little bit.
So, get comfortable, open your mind and get ready to go DEEP!
Deep with Jay
Jay Gets Real Answering Your Steamiest Questions
In this episode Jay gets super personal with listeners—no interviews, no filters, just Jay catching up. From attending the Portola Music Festival in San Francisco while navigating a more sober lifestyle to an unexpected introspective experience on mushrooms, it’s an episode packed with real talk. It is Jay at his most authentic.
Plus, Jay answers listener questions in a candid Q&A segment—including some super sexy questions that almost make him blush.
Don’t miss this fun, raw, and relatable episode of Deep!
Highlights:
00:00 Intro & Episode Overview
01:26 Portola Music Festival & Sober Reflections
07:55 TV Binge Recap
12:46 Phone Woes & Social Media Struggles
18:28 Listener Q&A: Sexy Vibes, Preferences, & More
33:51 The Deep End: TikTok Ads Rant