Boston Celtics Consider Multiple Trades with Milwaukee Bucks Amid Roster Overhaul

The Boston Celtics have undergone a significant roster overhaul this offseason due to salary cap constraints, trading away key players like Kristaps Porzingis and Jrue Holiday, and allowing veterans Al Horford and Luke Kornet to leave via free agency. Despite these moves, the Celtics may still be active, with star forward Jaylen Brown linked to trade rumors, including a potential blockbuster swap with Milwaukee Bucks' Giannis Antetokounmpo, although such a move remains unlikely unless an irresistible offer emerges. Guard Anfernee Simons, acquired in the Jrue Holiday trade, is also a candidate for trade, with the Bucks reportedly interested given their need for a scoring point guard after Damian Lillard's injury and contract situation. Analysts suggest the Celtics might consider even more drastic restructuring, possibly trading Brown or Derrick White to manage long-term salary cap issues, especially with Jayson Tatum's return projected no earlier than the 2026-27 season and the team's luxury tax concerns. Meanwhile, the Denver Nuggets’ 2021 trade for Aaron Gordon continues to pay dividends, as Gordon’s improved shooting and clutch performances have helped the team maintain championship-level success, contrasting the Celtics’ ongoing roster challenges. Overall, the Celtics face a delicate balance between maintaining competitiveness and managing financial flexibility amid a transitional period.