
Dave Portnoy might be “all-in” on the Phillies but he continues to fall short on Barstool’s commitment to city of Philadelphia
What a freaking Phillies win. What a wild turn of events. What a day altogether, and it could all be capped off with a Steelers victory in primetime against the Cowboys.
Quick Recap on Boston Fanboy Dave Portnoy being all-in with the Phillies
Barstool Sports head honcho Dave Portnoy placed a $200,000 wager on the Philadelphia Phillies to win the 2024 World Series following the end of a historic win streak at the hands of the Edmonton Oilers who failed to comeback from a 3-0 series deficit in the Stanley Cup Finals with a Game 7 loss to the Florida Panthers, 2-1.
Dave Portnoy wagers $200,000 on the Philadelphia Phillies to win the 2024 World Series
As you’d expect, he was along for the roller coaster of emotions we all experienced today in Game 2 of the NLDS where Nick Castellanos and company stormed back to even the series against the New York Mets at 1-1.
Portnoy, acting alone atop of his media empire at Barstool Sports, decided that he would take the city of Philadelphia over the finish line en route to a 2024 World Series championship.
This is the second smartest move that Dave Portnoy could make in the city of Philadelphia. The first would obviously be buying The Liberty Line and letting our crew run “Barstool Philly”.
WATCH: Portnoy reacts to Phillies vs. Mets Game 2 madness from a car
I WILL TAKE THIS TEAM TO THE TOP! https://t.co/8A1TWmYI4l pic.twitter.com/KHuh8AkHJ6
— Dave Portnoy (@stoolpresidente) October 6, 2024
Obviously, the question that needs to be asked here is if Dave Portnoy has been granted a “hall pass” from Phillies fans for the 2024 postseason. Obviously, Portnoy is a disgusting, Boston sports fanboy but given the circumstances, I think we should be willing to make an exception.
Keep the momentum going. Going big game hunting tonight. LOVE the Steelers. #DKPartner pic.twitter.com/BmWToz6Ja9
— Dave Portnoy (@stoolpresidente) October 6, 2024
On top of that, it’s not like Barstool Sports, a digital media giant, has any representation in the Philly area. The “Barstool Philly” account is there, I guess, but they are too busy spending time on their knees ready to suck Kevin Clancy and the Mets contingent for them to be a completely separate party in the middle of a Philly-New York war zone.
- Max Dolente has proven to be a viable ally.
- Smitty, while being a great guy, has proven time and time again that he is not.
- Rone, also a great guy, is too busy doing everything else to keep the contingent afloat.
So what’s the next move here, Portnoy?
You’re going to have to now put Philly on your back like you’ve already done in Boston?
Is that something you really want to invest your time and energy into? Here’s a better idea, let The Liberty Line handle business and give you proper representation in the city of Philadelphia that you have been missing for YEARS.
As for the social team running the Barstool, they have proven time and time again to be complete dorks. There’s a reason why not a single member of that crew has developed into a content person.
At one point, we even had the PSU kid post his college degree on Twitter to prove that he was “more than just an errand boy” at Barstool. It was one of the most pathetic acts of defeat I have personally ever witnessed on Twitter and as you know that’s saying something.
Dolente is all you have and even still, was a spawn of Pardon My Take.
Something has to change.
The Barstool Philly team already takes half our content and t-shirt designs anyways and when real fans comment on their social media posts telling them that we do it better, they are deleted and blocked.
Is that really “standing on business” David? I think not.


Oh and the unboxing where you wore like 3-4 of our t-shirts…
That’s not even including the six figure deal I tried to hand Dave Portnoy on a silver platter during the Pandemic via a custom apparel company here in Philly, only to have multiple meetings with your advertising team and to be told via email 10 minutes before a phone call to finalize it was a “conflict of interest” – before they went zero dark thirty on our email communication.
Get it together dude. That $200K bet on The Fightins could have easily been $400K if your “business team” had half a brain account.
I will say, Barstool Sansom Street is a great time when it’s not flooded with a bunch of back office employees constantly reminding everyone that they work for Barstool.
And of course, Bryce Harper is a member of Team Portnoy, so in our book, you’re already an honorary member of the city of Philadelphia.
We’re just offering some help and the stars just seem to be aligning here. Who knows, maybe Portnoy won’t be the only Boston guy to join forces with Philadelphia in shocking fashion, if you’re catching my drift…
*Cough, cough, Bill Belichick.




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