• Loading stock data...
Monday, March 30, 2026

The All-In Celtics Are Suddenly on the Brink

Boston’s roster could cost around $500 million next season if they don’t trade away any core players.

Jayson Tatum
David Butler II-Imagn Images

The Celtics could be facing their reckoning sooner than anyone anticipated.

The defending NBA champions fell to the Knicks 91–90 on Wednesday night to go down 2–0 in the series before it heads to Madison Square Garden this weekend. In both games, the Knicks have overcome 20-point deficits to win. 

Boston went all-in on this title window, handing out the two richest contracts in NBA history for co-stars Jayson Tatum and Jaylen Brown. Those two deals alone are worth more than $600 million over the next five years.

This year’s team cost $193 million, plus an estimated $50 million in luxury taxes. That total trails the Suns and Timberwolves for this season, but it’s next season when the bill really comes due. Keeping this roster intact could cost about $500 million when the NBA’s luxury tax is accounted for.

It’s unlikely that any ownership group would be willing to foot that bill, and the Celtics are in the process of being sold. So this spring’s playoffs have taken on an extra urgency. While the Brown/Tatum duo is here to stay, they might not have another supporting cast stacked with expensive players like Jrue Holiday or Kristaps Porzingis again. Both Holiday and Porzingis are set to make more than $30 million next year and are prime candidates to be traded to shed salary.

For both games of the Eastern Conference semifinals, the Celtics have looked like the more dominant team, holding a double-digit lead for most of the game only to let the Knicks rally and pull it out in the end. The Celtics, known for hoisting 3s, aren’t making many, shooting just 25% from deep in their first two games. 

If the Celtics stand pat, that would mark their second straight year in the league’s dreaded second apron. Being in the second apron for three years in a five-year span would move their first-round draft pick to 30th, take away their mid-level exception to use in free agency and prohibit the use of trade exceptions in transactions, all of which make it harder to stay in contention. 

Brad Stevens has made a seamless transition from coach to general manager and has drafted well, which could help replenish the roster with cheaper, team-friendly contracts, but the Nuggets have tried the same and have shown it isn’t a guaranteed quick-fix. 

What’s unknown about the Celtics’ payroll is if incoming owner Bill Chisholm will change course once he takes control. Chisholm, a lifelong Celtics fan and Massachusetts native, is buying the team for $6 billion, but will keep current team governor Wyc Grousbeck in his position through the 2027–28 season. Chisholm recently secured the funding to secure the deal. Chisholm has said all the right things about extending the team’s title window, but he’s currently not footing the bill for it. 

My approach is to win and raise banners,” Chisholm previously told ESPN. “That’s in the near term and the long term. I’ve had a couple of sit-downs with Brad, and it’s been about aligning our goals and extending the window of this team. The plans that Wyc and Brad have laid out make perfect sense to me.”

Will Chisholm continue to let Grousbeck make decisions for the team at his own expense? It’s a question the Celtics might be faced with sooner than they were expecting. 

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

ESPN’s Jeff Passan Explains Why He Decided Not To Replace Woj

The ESPN insider says he’s now ‘pot-committed’ to baseball.

Charleston Open Director: Equal Prize Money Made Business Sense

The gender pay parity comes years ahead of schedule.
Nicolas Echavarria tees off on no. 16 during the second round of the Masters Tournament at Augusta National Golf Club in Augusta, Ga., on Friday, April 11, 2025.

Amazon Reveals Talent Lineup for Its Masters Debut

Prime Video will air first and second-round coverage for the first time.

UConn Men, Women Reach Final Four Despite Financial Pressures

UConn men and women both reach Final Four in rare feat.

Featured Today

Mar 27, 2026; Washington, DC, USA;UConn Huskies forward Tarris Reed Jr. (5) dunks the ball against the Michigan State Spartans in the second half during a Sweet Sixteen game of the East Regional of the men's 2026 NCAA Tournament at Capital One Arena

March Madness Coaches Debate ‘Blueblood’ in NIL Era

The term’s meaning was up for debate at men’s March Madness.
Maxime Vachier Lagrave
March 25, 2026

The Planet’s Best Chess Players Are Having Their LIV Golf Moment

Chess’s most prestigious tournament is battling a splashy Saudi event.
Beau Brune/LSU
March 22, 2026

College Athletic Departments Are Becoming Media Companies

“There’s only so many tickets you can sell, but content is infinite.”
March 18, 2026

AI College Recruiting Reels Aren’t Fooling Scouts

College coaches and recruiters are way ahead of cheating athletes.
Jun 28, 2025; Philadelphia, Pennsylvania, USA; Botafogo midfielder Danilo (5) kicks the ball during the second half during a round of 16 match of the 2025 FIFA Club World Cup at Lincoln Financial Field.

John Textor’s Soccer Empire at Risk

Textor’s stakes in France’s Lyon and Brazil’s Botafogo are up for grabs.
Aug 27, 2025; Arlington, Texas, USA; Connecticut Sun forward Aneesah Morrow (24) grabs a rebound against the Dallas Wings during the first half at College Park Center.
March 27, 2026

Fertittas to Purchase Connecticut Sun for Record $300 Million

The Sun will play the 2026 season in Connecticut before relocating to Houston.
March 29, 2026

49ers GM Shuts Down Substation Injury Theory: ‘Big Nothing Burger’

John Lynch said the team hired an independent scientist.
Sponsored

Cameron Boozer & Cayden Boozer Talk Pressure, Benefit of Playing Together

The Boozer twins have built their games, and their identities, side by side.
Mar 26, 2026; Milwaukee, Wisconsin, USA; Milwaukee Brewers designated hitter Christian Yelich (22) greets teammates during team introduction before Opening Day against the Chicago White Sox at American Family Field. Mandatory Credit: Benny Sieu-Imagn Images
March 27, 2026

Brewers Reveal $20M Hit After RSN Exit

Team owner Mark Attanasio says the club is still financially healthy.
Terence Murphy
March 27, 2026

Ex-NFL Pros Buy LOVB Team With ‘Probably 20 Deals’ on Deck

They bought the Salt Lake franchise three weeks after launching their firm.
Cricket - Indian Premier League - IPL - Final - Royal Challengers Bengaluru v Punjab Kings - Narendra Modi Stadium, Ahmedabad, India - June 4, 2025 Royal Challengers Bengaluru's Rajat Patidar lifts the trophy as he celebrates with teammates after winning the Indian Premier League
March 25, 2026

Blackstone Steps Into Sports With $1.78B Cricket Deal

The seller is an Indian alcohol company.
Feb 20, 2026; Washington, District of Columbia, USA; Indiana Pacers forward Jarace Walker (5) drives against Washington Wizards guard Bub Carrington (7) during the fourth quarter at Capital One Arena.
March 23, 2026

The Worst NBA Teams Are in an All-Time Tank War

The NBA’s three worst teams have lost 39 straight games.