The Boston Celtics are in a transitional period following a disappointing end to their season.
The 2024 NBA champs fell in round two of the NBA Playoffs to the New York Knicks. Star player Jayson Tatum suffered an Achilles rupture after earning his fourth consecutive All-NBA First Team nod. Tatum’s co-star, Jaylen Brown, recently had surgery to repair a partially torn right meniscus.
To avoid the penalties of the second apron , Boston traded away defensive stalwart Jrue Holiday and seven-footer Kristaps Porzingis. In return, they are left with a promising talent on an expiring deal in Anfernee Simons, additional draft capital in the form of second-round picks, and Georges Niang (also on an expiring contract).
BREAKING: The Boston Celtics have traded Jrue Holiday to the Portland Trail Blazers for Anfernee Simons and two second-round picks, sources tell ESPN. pic.twitter.com/2ycXQicGkT
— Shams Charania (@ShamsCharania) June 24, 2025
BREAKING: Boston, Atlanta and Brooklyn are finalizing a three-team trade that sends Kristaps Porzingis and a second-round pick to the Hawks, Terance Mann and Atlanta's No. 22 pick to the Nets, and Georges Niang and a second-rounder to the Celtics. pic.twitter.com/1fcbIslyVF
— Shams Charania (@ShamsCharania) June 24, 2025
Most importantly, though, those deals provide the Celtics with the financial flexibility they desperately needed.
WAY more to come, but the Boston Celtics are now out of the second apron by $4.5M.
The Celtics are $7.4M over the first apron and about $15.4M over the luxury tax.
— Keith Smith (@KeithSmithNBA) June 24, 2025
With Tatum out for several months, Boston could take an even more lucrative path to cutting costs than previously anticipated: trading Jaylen Brown.
One would think that the 2024 Finals MVP would be immune to trade rumors, but the Celtics do have reason to explore their options with Brown.
Boston is entering a gap year in the absence of Jayson Tatum and is not expected to be a serious title contender anytime soon. Parting with Holiday and Porzingis gets the Celtics beneath the second apron— but just barely.
Boston still has one of the most expensive rosters in the league at over $208 million in projected payroll. It makes little sense to be spending that much money if you aren’t a serious contender.
If the Celtics are looking to cut costs, sending Brown elsewhere is a logical choice. His contract has the sixth-highest AAV in the NBA at $57.1 million. Its $285 million overall value is behind only that of teammate Jayson Tatum and reigning Finals MVP Shai Gilgeous-Alexander.
Furthermore, Boston shopping its four-time All-Star is not unprecedented. Back in 2019, contract disputes put Brown’s name deep in trade rumors. Following the team’s Finals loss in 2022, the Celtics reportedly offered Brown in a package for then-Nets superstar Kevin Durant.
"…they[Celtics] offered Jaylen Brown, they offered Derrick White, and a 1st round pick for KD…"
-Shams Charnania[@ShamsCharania] via The Pat McAfee Show
Interesting….#NBA pic.twitter.com/zhMAsPYmtD— Chris Gorman (@GormanChristoph) April 2, 2025
Three years later, Brown’s name is once again popping up in mock trades.
ESPN’s Brian Windhorst mentioned the Celtics as one of the few Eastern Conference teams that could be in the mix for Giannis Antetokounmpo. Any deal that brings the Bucks star to Boston would all but assuredly send Brown elsewhere.
.@windhorstespn says "the move for Giannis, if he has the control, is to go to the East."
Where could you see him landing?
pic.twitter.com/GQ3Qt80Vbw
— Get Up (@GetUpESPN) May 29, 2025
A Brown trade would provide a massive salary cut, but what tangible assets could the Celtics expect in return? Significant draft capital paired with young talent would be ideal.
The benefits are clear: Boston could significantly ease its financial stress and maintain a talented supporting cast around Jayson Tatum by trading Brown.
Moving the 2024 Finals MVP is certainly not a desirable path for the Celtics, nor a likely one.
Celtics general manager Brad Stevens said he has “full faith” in Brown to lead next year’s team in the absence of Tatum.
Asked Brad Stevens about his confidence level in Jaylen Brown leading the team next year without Jayson Tatum:
“I have full faith in Jaylen.” pic.twitter.com/TPXLrbLAHo
— Noa Dalzell
(@NoaDalzell) May 19, 2025
Trading a Finals MVP a year after winning the title is also largely unprecedented. It hasn’t happened since Kevin Durant went to Brooklyn in the 2019 offseason after winning the 2018 championship with Golden State.
That situation was unique, however, and isn’t comparable to a potential Brown trade. Durant, at the time, was entering the final year of an extension he signed with the Warriors and was moved in a sign-and-trade deal. Brown is under contract until 2029.
Durant and Golden State had a well-documented falling out. The writing was on the wall long before his departure. He said of the situation in October of 2019, after he had joined the Nets, “I felt like a lot of stuff in Golden State had reared its head. I felt like it was going to be the end no matter what, especially for that group….It was time for all of us to separate.”
Brown is reportedly content in Boston, and thus, the additional motivations for both sides to seek a split are absent.
At a recent pop-up event for his 741 apparel brand, Brown called Boston “home” and expressed appreciation for the community. He is reportedly planning to spend most of the offseason in Boston for the first time in his nine-year career.
What’s most relevant, though, is Brown’s simply outstanding resume.
Through nine years with the Celtics, Brown has more than proven his worth as a two-way wing who can score at will and defend nearly anyone.
He is an NBA champion, Finals MVP, and four-time All-Star. He was named to the 2022-23 All-NBA Second Team and has averaged over 20 points per game in each of the last six seasons.
Under almost any circumstances, trading a player with those accolades at age 28, in his prime, would be ill-advised.
The Celtics are at a pivotal moment in the Jayson Tatum/Jaylen Brown era. With Tatum out long-term and the team in need of retooling, some view trading Brown and breaking up the duo as the most viable path forward.
There are certainly benefits to be had from making the move, but such an action is largely unprecedented for good reason. Reactionary decisions rarely form championship teams, and trading Brown at this moment would certainly fall in that category.
Whatever the Celtics decide, the problems they face do not begin and end with their financial situation. However Brad Stevens chooses to approach the situation, Boston’s path back to the top of the NBA food chain will be a difficult one.
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