The Clippers were one of the finalists to trade for Holiday two years ago, multiple sources told MassLive. Boston outbid the Clippers for the guard and now could dangle Holiday as a potential addition to the team’s aging core of Kawhi Leonard and James Harden.

Which teams could have interest in pursuing a massive trade for Brown? There is one Western Conference contender that has been brought up as a possible trade suitor. Kevin O'Connor of Yahoo Sports has suggested that the Houston Rockets might make sense in a trade for Brown.

The Celtics face mounting roster decisions following their second-round playoff elimination to the New York Knicks. The team’s title defense ended in a 119-81 Game 6 loss, and All-Star Jayson Tatum is expected to miss most of next season with a torn Achilles.

Some of the Celtics starters have already started to appear in trade rumors. The Warriors are reportedly interested in trading for Derrick White. Jrue Holiday and Kristaps Porzingis are also other potential trade pieces considering their salaries, though what any deal could look like is still up in the air.

One of those contracts is Jrue Holiday's, who is about to finish the first year of a four-year, $134.4 million contract extension he signed with the Celtics last year. If the Celtics got out of his deal, it would help them significantly reduce their payroll.

The Golden Warriors are reportedly interested in targeting Celtics guard Derrick White in a trade this offseason.

A surprising trade idea has the Celtics parting ways with Jaylen Brown—and the return involves a former No. 1 overall pick.

During the season, the Celtics were sold to new ownership. The new management has been reported to be eyeing cost-cutting moves. A new report has come out that has sparked major trade rumors. According to a report from NBA insider Kevin O'Connor, as shared by Yahoo Sports, Boston has interviewed Duke standout Cooper Flagg.

The Golden State Warriors are reportedly eyeing Boston Celtics guard Derrick White, whose versatile skills align perfectly with their system. Analyst

Brown, locked in a five-year, $304 million deal, currently holds the best value among the Celtics holdovers from their 2024 championship roster. O’Connor believes Brown is the Celtics’ cleanest path to get under the second apron and get a haul of return, resetting their finances to have more flexibility when Tatum returns after next season.