
Jay Sapovitz
Founder and president of Ink'd Stores, an on-demand swag and merchandise company, and Marquis Jet alum who helped scale it to over $1 billion.
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Sep 15, 2026
The Dark Side of Winning: Why Purpose Matters More Than Passion | Jay Sapovits
2:55
3:12
3:29

Jay SapovitzGUEST
And I was the youngest talk show host ever hired in Philadelphia on Sports Radio 610 WIP, which was the number one station for men and sports talk.

Jay SapovitzGUEST
And the reason I left is because I went into recovery for compulsive gambling, which I was from the time I was 13 until I was 24 when I went into recovery.

Jay SapovitzGUEST
If you're not aware what a recovery job is, it's really a mindless job that fills a lot of time, that gives you the space to be able to get your head and recovery jump started so you don't have too much pressure from a work standpoint.
6 MINS LATER
Let's Talk Golf with Jay Sapovits
3:05

Jay SapovitzGUEST
I didn't take golf up until I was 23, really 23 years old when I needed to fill some time.
17 MINS LATER
J
20:07Josh DeckerHOST
So what is the game like that you're playing every Saturday? Are you in a big dogfight? What's your group like?
Jay Sapovitz: Scaling to $1 Billion, Losing It All, and the Truth About Swag as a Marketing Weapon
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13:41

Nell TiceHOST
And, you know, I want to get into, you know, starting inked stores and but what was that transition like from that lifestyle and marquee jet and going from that and then starting the merch and everything? I mean, what was that transition like?

Jay SapovitzGUEST
You know, you can either blame the world and be pissed off at everybody else, or you can look from, you know, you can look within.

Jay SapovitzGUEST
And for me, that was a seminal moment of my life where I had to like really take ownership of the fact that I made what I, you know, I wasn't either good enough or I didn't make, you know, I made mistakes.

Jay SapovitzGUEST
And I looked back on that and dissected what went wrong, what could have been done different and really used that as a learning opportunity.
16 MINS LATER
