Huddle Up

Huddle Up

Home
Archive
About
The Barstool Sports Arizona Bowl
Today’s Email Is Sponsored By…
Jul 28, 2021 • 
Joe Pompliano
16

Share this post

Huddle Up
Huddle Up
The Barstool Sports Arizona Bowl
ESPN's $2 Billion Sportsbook Sees Early Success — But Was It A Good Deal?
The Penn-Barstool-ESPN deal looks more lopsided than ever
Jan 29, 2024 • 
Joe Pompliano
61

Share this post

Huddle Up
Huddle Up
ESPN's $2 Billion Sportsbook Sees Early Success — But Was It A Good Deal?
Why Penn Bought Barstool For $551 Million
Huddle Up is a 3x weekly newsletter that breaks down the business and money behind sports.
Feb 22, 2023 • 
Joe Pompliano
79

Share this post

Huddle Up
Huddle Up
Why Penn Bought Barstool For $551 Million
3
The Athlete That Gave Up Millions To Build A Sports Media Empire
The future of sports media and the value proposition of influencer personalities.
Aug 18, 2020 • 
Joe Pompliano
13

Share this post

Huddle Up
Huddle Up
The Athlete That Gave Up Millions To Build A Sports Media Empire
ESPN’s New $2 Billion Sportsbook Makes Its Debut — But Will It Succeed?
Huddle Up is a 3x weekly newsletter that breaks down the business and money behind sports.
Nov 13, 2023 • 
Joe Pompliano
54

Share this post

Huddle Up
Huddle Up
ESPN’s New $2 Billion Sportsbook Makes Its Debut — But Will It Succeed?
3
🎰 Action Network Sells For $240 Million
Denmark-based Better Collective has agreed to acquire Action Network for $240 million.
May 4, 2021 • 
Joe Pompliano
7

Share this post

Huddle Up
Huddle Up
🎰 Action Network Sells For $240 Million
ESPN BET could shut down in 2026 with its $2 billion deal heading south
Today's newsletter includes a deep dive into the U.S. sports betting market, including why ESPN BET is failing and what other companies can…
Mar 3 • 
Joe Pompliano
21

Share this post

Huddle Up
Huddle Up
ESPN BET could shut down in 2026 with its $2 billion deal heading south
1
ESPN BET Still Has A Long, Long Way To Go
Penn Entertainment's stock is down 90% while FanDuel and DraftKings continue to gain marketshare.
May 8, 2024 • 
Joe Pompliano
9

Share this post

Huddle Up
Huddle Up
ESPN BET Still Has A Long, Long Way To Go
4
Bally's: An $85M Bet On Legacy Sports Media
Similar to other sportsbook operators, Bally's is making a bet on the marketing & distribution ability of legacy sports media — but will it work?
Nov 20, 2020 • 
Joe Pompliano
5

Share this post

Huddle Up
Huddle Up
Bally's: An $85M Bet On Legacy Sports Media
Why Pat McAfee is Leaving A $120 Million Deal Behind To Join ESPN
Huddle Up is a 3x weekly newsletter that breaks down the business and money behind sports.
May 17, 2023 • 
Joe Pompliano
126

Share this post

Huddle Up
Huddle Up
Why Pat McAfee is Leaving A $120 Million Deal Behind To Join ESPN
5
The $100 Million Financials Behind The Athletic
Huddle Up is a daily letter that breaks down the business and money behind sports.
Oct 6, 2021 • 
Joe Pompliano
17

Share this post

Huddle Up
Huddle Up
The $100 Million Financials Behind The Athletic
DraftKings Offers $1 Billion In Convertible Notes
DraftKings announced a $1 billion convertible note offering yesterday, but with almost $2 billion in cash already on their balance sheet, what will they…
Mar 16, 2021 • 
Joe Pompliano
12

Share this post

Huddle Up
Huddle Up
DraftKings Offers $1 Billion In Convertible Notes
© 2025 Substack Inc
Privacy ∙ Terms ∙ Collection notice
Start writingGet the app
Substack is the home for great culture

Share