The Boston Celtics are grappling with major roster changes this offseason, sparking uncertainty surrounding Anfernee Simons, the recently acquired guard who could soon become a key figure in trade discussions. After a series of high-profile moves, Simons’ place on the team is in flux as Boston aims to restructure its lineup and salary commitments.

Significant Roster Changes Reshape Celtics’ Lineup

The Celtics have made startling decisions by letting go of crucial championship contributors such as Jrue Holiday and Kristaps Porzingis. They also parted ways with two-way point guard JD Davison and did not retain reserve center Luke Kornet, who left as a free agent. The anticipated exit of veteran power forward Al Horford, a vital player in past playoff runs, adds further unpredictability to Boston’s roster situation.

These moves reflect Boston’s aggressive strategy to reduce salary cap obligations, creating a large financial gap that the team must address as it navigates the NBA’s salary cap rules.

Anfernee Simons Positioned as a Trade Market Wildcard

Anfernee Simons, acquired in the trade that sent Jrue Holiday to Portland, now faces an uncertain path with the Celtics. Reports indicate Simons might not even suit up for Boston before potentially being traded, highlighting his unexpected role in the ongoing roster overhaul.

Brian Robb of MassLive identifies Simons as a pivotal “wildcard” in the trade market, pointing to the nebulous nature of his future with the Celtics. Boston appears focused on maintaining financial flexibility and avoiding long-term salary commitments that could hamper future roster construction. Simons’ expiring contract of $27.7 million within a four-year, $100 million deal makes him a prime candidate for trade considerations.

Financial Strategy and Salary Cap Management Drive Decisions

By waiving JD Davison, the Celtics have managed to fall below the NBA’s second luxury tax threshold. However, the team’s broader goal of reducing payroll beneath the first luxury tax apron may lead them to explore trading Simons to free up additional cap space. His hefty contract represents a significant financial factor in Boston’s ongoing restructuring.

Simons demonstrated his offensive skills during the 2024-25 season with the Portland Trail Blazers, averaging 19.3 points, 4.8 assists, 2.7 rebounds, and nearly one steal per game. Despite a relatively slim frame, his scoring ability and playmaking capabilities make him an attractive option for teams seeking to improve their backcourt depth.

Implications for Celtics and Simons Moving Forward

As the Celtics continue overhauling their roster, Anfernee Simons’ fate remains uncertain but crucial. Whether he stays or is traded, his contract and skills will significantly influence Boston’s salary cap flexibility and lineup construction. The next few weeks are likely to be pivotal in determining both Simons’ career trajectory and the Celtics’ strategy as they balance financial constraints with competitive ambitions.