Barstool Sports Is Confounding The Gambling Industry (And That’s OK)
To borrow a phrase from Barstool founder Dave Portnoy, Barstool Sports is wrapping the gambling industryโs collective brain in a pretzel.
From the moment Penn National Gaming announced it was acquiring Barstool Sports, the controversial company has dominated the US sports betting conversation.
Interest in and scrutiny of the company has only increased since Penn National successfully launched the Barstool sports betting app in Pennsylvania, and preps for launches in other states.
In fact, the company is doing precisely what it said it was going to do.
And as another Eilers & Krejcik analyst, Chris Grove noted in the EKG Line Newsletter:
“Barstool accounted for 13% of Pennsylvaniaโs October online handle (good for 4th best); 12% of its GGR (3rd best); and 10% of its NGR (3rd best).”
But despite Barstool’s early success in Pennsylvania, there’s still a lot of doubting Thomases out there.
Opinions are Likeโฆ
Everyone seems to have an opinion regarding Penn Nationalโs selection of Barstool as the face of its sports betting offerings in the US. When it comes to Barstool, everyone has something to say, and there is no shortage of experts offering their thoughts on what the early returns do or donโt indicate or how Barstool will rise to the top or fail mightily.
Unfortunately, these opinions can often be influenced by the personโs overall attitude towards Barstool the brand rather than an analysis of Barstool the sportsbook. Itโs no secret that many people harbor negative feelings towards the company and are openly rooting for it to fail – which is their prerogative. Unfortunately, that clouds analysis with personal bias.
Aside from the built-in bias, a bigger issue with many of these takes is theyโre coming from people who definitely understand gambling but donโt know much about Barstool Sports. The general feeling is, Barstool needs to fit itself into the sports betting box. However, that overlooks the possibility that Barstool alters the sports betting box or creates a new one.
As I wrote previously:
โBarstool is often dismissed as nothing more than an outlet for young, white males to rage against an evolving world. The truth is that while that describes its core audience, Barstool reaches and appeals to a much larger, more diverse crowd. Anyone who writes the company off as a one-trick-pony does so at their own peril.
โBarstool has 69 personalities, 38 podcasts, a SiriusXM channel, a social media audience measured in the millions, and 23 video shows. Its talent is diverse, and its content runs the gamut from sports to comedy to lifestyle.โ
Or, as Jamie Salsburg pointed out on Twitter this not too long ago:
And understand that YouTube is one of Barstoolโs weaker social media platforms.
The idea that they have to follow the standard model doesnโt hold water. No other sports betting company has entered the space with the assets Barstool possesses, so comparing them to what has come before or charting their trajectory based on industry norms doesnโt make sense. But itโs precisely what most people are doing.
Sometimes we have to accept that just because we don’t understand how something is working doesn’t mean it’s destined to fail.
The Only Human Institution Which Rejects Progress Is the Cemetery ~ Harold Wilson
Where were you roughly 27 years ago, on November 12, 1993?
That date may not hold any significance for you, but it is a date I will never forget. November 12, 1993, was the date of the inaugural Ultimate Fighting Championship.
Few people saw it live (pay-per-view buys numbered around 90,000), but that Friday night forever changed the world of martial arts.
As a lifelong fan of combat sports and an on-and-off practitioner of martial arts, I was not only looking forward to the Ultimate Fighting Championship but understood what I was seeing.
A couple of friends and I were interested in mixed martial arts before they were called mixed martial arts โ one was even friendly with UFC 1 alternate Jason DeLucia.
The UFC was something we talked about quite a bit in the lead-up to the event. We knew who the Gracies were โ I still have the old Gracie Jiu Jitsu in Action VHS tapes in a box somewhere โ and did our best to figure out who the other fighters were and why Ernesto Hoost wasnโt fighting.
That made watching UFC 1 with people who expected a kung fu master to use some secret technique a trip for the handful of us already somewhat exposed to this. Explaining that he choked him with his gi took time and elicited groans from someone asking, โwhat just happened? He never hit him?โ Thank god for the couple instances of Gerard Gordeau beating people up the old-fashioned way!
Those conversations lasted for days, weeks, and months, as discussions around UFC 1 increased within my circle. Within a year, everyone suddenly knew about Brazilian Jiu-Jitsu and its chokes and armbars and guard.
Karate practitioners, kickboxers, and other standup fighters lived in a bubble, and those bubbles kept getting burst. To be fair, they didnโt know what they didnโt know, and to quote Iain Abernethy quoting one of his instructors, Peter Consterdine, โyou can be a tenth-degree black belt on your feet and a white belt on your back.โ
Of course, you donโt realize that until youโre on your back.
Within a couple of years, the UFCโs impact upended the worldview of fighting. And everyone โknewโ what they didnโt know just two years prior. And many acted as if they knew it all along.
On November 11, 1993, everyone thought they knew who would win in a fight.
And thatโs where I think a lot of industry experts are when they discuss Barstool Sports. Theyโre world-class strikers in 1993, on their back, with a Gracie transitioning into side control and wondering what the hell is going on.
Back to Barstool and Sports Betting
Barstool Sportsโ foray into sports betting is a lot like Royce Gracie in UFC 1. In that, most people donโt understand what theyโre seeing. And instead of asking, why is this working, theyโre focused on comparing it to what they know to be effective and trying to poke it full of holes.
The problem is, Barstool is playing by a different set of rules. And not chess and checkers. Rather, you’re sitting down to play chess and Barstool flips the board and throws the pieces at you.
A boxer doesnโt worry about a takedown in a boxing match. A wrestler doesnโt need to defend punches. But change the rules, which the UFC did, the best fighter in their sport is suddenly a fish out of water.
Thatโs why itโs a mistake for people with limited experience of Barstool Sports to attempt to place it in a box the company has shown no desire to inhabit. Royce Gracie would get demolished in a boxing match, which is why he didn’t enter a boxing match.
The idea that the best sports betting formulas are x or y is true, but it doesnโt have to be true. Just because the current success stories are doing x and y doesnโt mean there isnโt a z that could prove to be as or even more effective. Ask Sky Betting.
People that know what makes a successful sports betting company might be flummoxed by what theyโre seeing because experts are supposed to understand what is happening. But Barstool is something altogether new. Itโs similar to asking a boxing announcer to opine on Brazilian Jiu Jitsu in 1993.
Additionally, thereโs something about Barstool that makes it hard to put your finger on, and even those involved with the company have a hard time explaining what exactly Barstool is. You know itโs working, but since you canโt explain it, you chalk it up to a fluke.
Know What you Donโt Know
As a Massachusetts native, Iโve been familiar with Barstool Sports for about a decade. I wasnโt there on the ground floor but it was hard to not run across the brand. So, I know all about the Milton Office squirrel, the Boston Marathon Bomber โmanhunt,โ Portnoyโs run for Boston Mayor that never got off the ground, the Dev Nest and the site’s history of technical difficulties, Patrick McGillicuddy and KFC, along with the many local charity initiatives the site has done.
Iโm not an expert on Barstool, but I’ve seen enough of the site over the years to know if your understanding of Barstool is what you read on social media and in an exposรฉ about the companyโs latest imbroglio, you donโt understand Barstool, its personalities, or its reach.
Iโve also seen how easily they monetize their audience. Whether itโs t-shirts, ugly sweaters, or Rough & Rowdy pay-per-view buys, Barstool has never had a problem getting its core customers to shell out some money. And itโs a much larger and more diverse audience than most people realize or want to acknowledge.
Thatโs why Iโm pretty bullish on Barstool and sports betting. If I were a betting man, Iโd bet big on Barstool being at or near the top when the dust settles in the US. The company is about customer engagement, and it does it better than just about anyone. Something that is sorely lacking in the US gaming market.
Iโve seen the company grow and grow and grow and exceed all expectations. I’ve seen what would seem like ridiculous ideas become overnight hits and viral trends. And while that doesnโt mean the company canโt flop or make a series of insurmountable missteps, donโt dismiss the companyโs ability to disrupt the sports betting space because you dislike it or because it’s charting a course that is different than you expect. You can dislike Barstool and acknowledge its successes and its potential, the two aren’t mutually exclusive.
And donโt worry, #GamblingTwitter isnโt the first brain Barstool Sports has twisted into a pretzel.

