Every gambler has a story, but not every gambler has one that starts with binge-watching a Barstool documentary. Yet here we are. This is the tale of how I stumbled upon TheGamblingMan.com, the first website Dave Portnoy ever owned, and decided to bring it back to life with his blessing.
Let’s rewind to a few years ago. I was watching the Barstool Gold documentary—you know, the one that was behind a paywall and I was such a sicko that I paid $5 per month to watch it. Somewhere in the middle of Portnoy recounting his early hustle, he mentioned the first website that he ever started, TheGamblingMan.com. Something about that domain name just spoke to me.
Like any self-respecting degenerate with too much time on their hands, I did some digging. Sure enough, the domain was out there, just sitting around like a forgotten chip under a blackjack table. And like a true degenerate, I bought it immediately.Why did I buy it? Because I’m The Gambling Man. And now, I’m bringing it back.
I didn’t know what I was going to do with it at first. For years, it just sat in my godaddy account, like an expensive bottle of whiskey you’re saving for the right occasion. But for some reason (my laziness mostly) the right occasion never came.
Why Now?
Because when Dave Portnoy tells you to knock yourself out, you knock yourself out damn it.
And honestly, it’s the perfect time to bring this legendary domain back. Gambling isn’t just a hobby anymore—it’s a way of life. Whether you’re placing a bet, sweating your fantasy team, or just here for the stories, this is where it all comes together.
What Is The Gambling Man?
This is not your average gambling site. It’s a front-row seat to the chaos, absurdity, and occasionally brilliant moments of my gambling adventures. I’m the guy who once sat in a DraftKings suite at TPC Scottsdale on hole 16, betting on closest-to-the-pin shots like my mortgage depended on it. The guy who won the DraftKings Invitational and is now headed to The Masters on their dime.
But this isn’t just about me. It’s about all of us. All of the degenerates out there celebrating the highs and cursing at the even lower lows. Whether it’s wild trips, bad beats, or fantasy football heartbreaks, The Gambling Man is a hub for all things gambling and beyond.
The Gambling Man is back, blessed by Portnoy (kind of), and ready to lead all of you degenerates away from the awful bets that you are placing, into the glorious world of profitable sports betting. Yes, profitable. So stick with me and maybe you won’t lose your rent money every month.
Godspeed.
