Tuesday, October 20, 2026

There’s a Reason Milwaukee Gave Jrue Holiday $135M

  • He became first player over the last 25 seasons to record a block and steal in the final 10 seconds of a postseason fourth quarter.
  • The Bucks signed Holiday to a four-year, $135 million extension in 2021.
David Butler II-USA TODAY Sports

Want more from Front Office Sports
in your search results?

Add Front Office Sports on Google

The Bucks brought in Jrue Holiday to form an unconventional Big Three with Giannis Antetokounmpo and Khris Middleton — and it’s paying off.

On Wednesday, Holiday pulled off one of the greatest final minutes in NBA postseason history, hitting a game-tying three, blocking Boston’s final shot, and then stealing the ball on the Celtics’ last possession to seal the win.

After signing Holiday to a four-year, $135 million extension, the Bucks are getting the best from the two-way guard when it matters most.

  • He’s the first player over the last 25 seasons to record a block and steal in the final 10 seconds of a postseason fourth quarter.
  • With Middleton still out, Holiday has stepped into the role of second star, averaging 19.1 PPG with a 108.4 offensive rating.
  • Holiday is making $32.4M this season, the Bucks’ third-highest salary — which will be second-highest ($40.2M) behind Giannis when he has a player option in 2024-25.

The Bucks brought in Holiday via a four-team blockbuster trade in 2020 precisely for moments like this, and if he can keep up this production in support of Giannis’ world-conquering heroics, the Bucks have a legitimate shot to repeat as NBA champs. 

They have the third-best odds (+300) with a closeout game at home on Friday and an 82% chance at winning the series.

Download the FOS App

The business of sports, in your pocket.

QR code to download the app

Scan the QR code to get the app now.

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Adam Silver on LeBron Helicopter: ‘Perfectly Appropriate’

A source tells FOS the league is not investigating the matter.
Blake Griffin Front Office Sports

Blake Griffin: Clippers Haven’t Honored ‘Lob City’ Team

Griffin said the Clippers releasing Chris Paul was “disappointing.”
Aug 20, 2026; Dallas, Texas, USA; Basketball Hall of Famer Tracy McGrady looks on during the first half between the Dallas Wings and Indiana Fever at American Airlines Center.

Tracy McGrady Backs NBA’s Clippers Punishment: ‘Bad Business’

“Trying to circumvent the salary cap is just a no-no.”

Why Europe Is Pumping Out NBA Superstars

The NBA and NCAA have an increasingly European flavor.
podcast thumbnail mobile
Front Office Sports Today

10/20/26 – Knicks’ $4K Opener, Brewers’ $2,800 World Series, Colts Call Peyton?

0:00

Featured Today

College Flag Football Is Outgrowing Its DIY Era

Women have been building the college game themselves at the club level.
Oct 5, 2026; Pittsburgh, Pennsylvania, USA; Pittsburgh Penguins general manager Kyle Dubas arrives at the arena before the Penguins host the Winnipeg Jets at PPG Paints Arena
October 12, 2026

NHL’s New Wave of GMs Is Built Different

“I am in the prediction business,” Devils GM Sunny Mehta tells FOS.
Action Images/Peter Cziborra
October 9, 2026

Is Leicester City’s $264 Million Price Tag Too Rich for Hungry Investors?

After falling from grace, how much is a former top club worth?
Oct 3, 2026; Starkville, Mississippi, USA; Alabama Crimson Tide head coach Kalen DeBoer waits to run onto the field prior to the game against the Mississippi State Bulldogs at Davis Wade Stadium at Scott Field. Mandatory Credit: Petre Thomas-Imagn Images
October 7, 2026

Who Is Alabama Football in Year 3 Under Kalen DeBoer?

The No. 6 Crimson Tide host No. 2 Georgia on Saturday.
Cubs behind the scenes
October 6, 2026

Hollywood and TikTok: Sports Media’s New ‘Blueprint’

Teams and leagues are pouring money into the quest for fans.

NFL, Eagles Defend Handling of Jalen Hurts’s Blood Clots

The QB was examined at Cleveland Clinic in London.
Jul 2, 2026; Silvis, Illinois, USA; Blades Brown smiles with his caddie, Brett Swedberg, on the 9th green during the first round of the John Deere Classic golf tournament.
October 15, 2026

Teenage Phenom’s Pro ‘Gamble’ Paid Off With PGA Tour Record

The golfer turned professional in December 2024 when he was 17.
First at FOS
October 20, 2026

Topgolf, John Daly Strike Deal in Wake of Masters Hooters Closure

Daly, 60, last played in the Masters in 2006.
Sponsored

Blake Griffin’s Plan for Media Domination

The former NBA star is building a second act across media & entertainment.
October 15, 2026

Blake Griffin: Clippers Salary Cap Punishment ‘Probably Fits’

Griffin played eight seasons with the Clippers and made five All-Star Games.
October 14, 2026

Rafael Jodar Embroiled in Yet Another Ball Kid Controversy

Jodar told a ball boy to “give me the fucking towel.”
October 13, 2026

MLS Commissioner Don Garber Deflects on Messi Confrontation

Garber called Messi “the GOAT of all GOATs.”
October 8, 2026

Caitlin Clark Wants Mitchell Back With Fever Despite Fan Comments

Mitchell said she has yet to make a decision on her future.