Latest Analysis

Browse the latest legal alerts, case analyses, explainers, and strategic commentary on the forces reshaping sports and entertainment.

Business & Deals

Private Equity Isn’t Just Buying Sports Teams. It’s Building the Sports Economy Around Them.

Sep 19, 2026

•

10 min read

Private Equity Isn’t Just Buying Sports Teams. It’s Building the Sports Economy Around Them.

The biggest private-capital story in sports is no longer who owns the team. Investors are moving into the infrastructure surrounding the game—media, data, venues, college athletics, youth sports, agencies and technology—and turning a fragmented industry into an interconnected investment platform.

Jesse Wilde

Gambling

If Prediction Markets Win, Sportsbooks Will Have to Become Something Else

Sep 19, 2026

•

9 min read

If Prediction Markets Win, Sportsbooks Will Have to Become Something Else

DraftKings and FanDuel are no longer choosing between defending the state-regulated sportsbook model and competing with prediction markets. They are building for both. If federally regulated sports event contracts survive, the biggest disruption may not be to the companies that run sportsbooks—but to the legal and economic architecture that made a sportsbook license so valuable in the first place.

Jesse Wilde

Gambling

Prediction Markets Are Testing the Architecture of American Sports Betting

Sep 19, 2026

•

9 min read

Prediction Markets Are Testing the Architecture of American Sports Betting

Prediction markets are forcing courts to answer a question much bigger than whether Kalshi looks like a sportsbook: when the same sports outcome can be packaged as either a wager or a federally regulated contract, which legal system gets to define the transaction first? The answer could determine whether American sports betting remains fundamentally state-by-state—or whether a national derivatives market can exist alongside it.

Jesse Wilde

Business & Deals

The NCAA’s Biggest Antitrust Problem May Now Be Its Own Record

Sep 19, 2026

•

9 min read

The NCAA’s Biggest Antitrust Problem May Now Be Its Own Record

For decades, the NCAA defended major restraints as necessary to preserve college sports. Then many of those restraints disappeared—and college sports kept going. That history does not make the NCAA’s remaining rules unlawful, but it is making “necessity” harder to prove.

Jesse Wilde

Professional Sports

Matt Kalil Lost His Privacy Case Because the Court Said Haley Was Telling Her Own Story

Sep 18, 2026

•

10 min read

Matt Kalil Lost His Privacy Case Because the Court Said Haley Was Telling Her Own Story

A federal judge agreed that the former NFL tackle plausibly alleged a highly offensive disclosure of private facts. He still dismissed the case—with prejudice—because the intimate details were part of Haley Kalil’s own account of her marriage, health and divorce.

Jesse Wilde

Business & Deals

The NFL Has Already Decided Prediction Markets Aren’t Sportsbooks

Sep 18, 2026

•

5 min read

The NFL Has Already Decided Prediction Markets Aren’t Sportsbooks

Courts and regulators are still fighting over what sports-event contracts are. The NFL has drawn its own line—and even DraftKings, FanDuel and Fanatics cannot cross it with prediction-market products.

Jesse Wilde

Business & Deals

College Football Finally Has Player Contracts. Ole Miss Is Trying to Enforce One.

Sep 18, 2026

•

10 min read

College Football Finally Has Player Contracts. Ole Miss Is Trying to Enforce One.

Ole Miss says Princewill Umanmielen owes $550,000 for transferring to LSU just weeks after signing a revenue-sharing agreement. No court has ruled that he owes a dollar—but the case may help determine whether college sports’ new player contracts function like real contracts when an athlete wants out.

Jesse Wilde

Business & Deals

Lucki’s Former Manager Says He Bankrolled the Career. The Hard Part May Be Proving the Deal.

Sep 18, 2026

•

11 min read

Lucki’s Former Manager Says He Bankrolled the Career. The Hard Part May Be Proving the Deal.

Mark Buol says an oral management deal entitled him to 15% of Lucki’s entertainment income—and that he ultimately became the rapper’s lender, tour financier and unpaid creditor. The lawsuit shows why the most dangerous entertainment contract can be the one everyone thinks they understand without writing down.

Jesse Wilde

High School Sports

Another Athlete Went to Court for Eligibility. This Time, the Judge Said No.

Sep 18, 2026

•

5 min read

Another Athlete Went to Court for Eligibility. This Time, the Judge Said No.

Orange Lutheran star Austin Attalah could not get emergency relief from CIF’s transfer ruling before Friday night’s game. The decision is a useful reminder that a missed season may be irreparable—but irreparable harm does not, by itself, entitle an athlete to an injunction.

Jesse Wilde

Latest Analysis

Browse the latest legal alerts, case analyses, explainers, and strategic commentary on the forces reshaping sports and entertainment.

Private Equity Isn’t Just Buying Sports Teams. It’s Building the Sports Economy Around Them.

If Prediction Markets Win, Sportsbooks Will Have to Become Something Else

Prediction Markets Are Testing the Architecture of American Sports Betting

The NCAA’s Biggest Antitrust Problem May Now Be Its Own Record

Matt Kalil Lost His Privacy Case Because the Court Said Haley Was Telling Her Own Story

The NFL Has Already Decided Prediction Markets Aren’t Sportsbooks

College Football Finally Has Player Contracts. Ole Miss Is Trying to Enforce One.

Lucki’s Former Manager Says He Bankrolled the Career. The Hard Part May Be Proving the Deal.

Another Athlete Went to Court for Eligibility. This Time, the Judge Said No.

The Game Behind The Game