Sat. Sep 6th, 2025

The Unseen Game: Why the Boston Celtics Are Shopping Anfernee Simons

In the high-stakes world of professional basketball, success on the court often comes with an equally demanding challenge off it: managing the labyrinthine financial regulations of the NBA. The Boston Celtics, fresh off a championship run a couple of seasons ago, find themselves in precisely this predicament. Despite their undeniable talent, their front office is engaged in a complex, tactical dance with the salary cap, and at the heart of their latest maneuver lies the recently acquired guard, Anfernee Simons.

The Cost of Contention: A Modern NBA Conundrum

The euphoria of an NBA title, or even deep playoff runs, often fades into the stark reality of financial implications. The league`s new Collective Bargaining Agreement (CBA) has introduced stricter luxury tax penalties and a dreaded “second apron,” a punitive threshold designed to curb excessive spending by the league`s most aggressive teams. For the Boston Celtics, who have diligently invested in their star players with colossal contracts—think Jayson Tatum and Jaylen Brown`s expansive deals—this means walking a razor-thin tightrope between sustained competitiveness and crippling financial penalties.

As Brad Stevens, the Celtics` President of Basketball Operations, candidly admitted, “The reality is that we knew going into this year, regardless of how it ended, we would have hard decisions to make because of the penalties, where this apron is and where we’ve been the last two years.” It`s a testament to their ambition that they “pushed the chips into the middle” in recent seasons, but now, the bill is due.

Anfernee Simons: A Financial Chip in the Celtics` Poker Game

Enter Anfernee Simons. Acquired as part of the trade that sent Jrue Holiday to the Portland Trail Blazers, Simons wasn`t brought in for his immediate fit or long-term vision with the Celtics` core. Instead, his presence on the roster represents a financial opportunity. Simons is on an expiring deal worth $27.7 million, a substantial sum that, while temporarily manageable, becomes a burden when considering the team`s projected $20 million over the salary cap ahead of the 2025-26 season.

The whispers from NBA insiders, notably ESPN`s Brian Windhorst, confirm the Celtics` active efforts: “I have talked to other teams who have said they are actively trying to trade Anfernee Simons.” This isn`t about Simons` talent, which is considerable—he averaged 19.3 points and 4.8 assists last season, demonstrating significant scoring prowess. It`s purely about fiscal agility.

Why Simons? The Nuance of a Cost-Cutting Move

Trading Simons is a move designed to shed salary and alleviate the pressure of the luxury tax and the dreaded second apron. The Celtics have already showcased their proficiency in this regard. Their previous maneuvers, dispatching Jrue Holiday to the Blazers and Kristaps Porziņģis to the Atlanta Hawks, reportedly saved the franchise an estimated $260 million in luxury tax payments. Simons represents the next logical step in this meticulous cost-cutting campaign.

From a player perspective, Simons is a dynamic scorer, capable of creating his own shot and facilitating for others. However, his defensive contributions are often cited as a weakness, and he dealt with injuries during the 2023-24 campaign, playing in only 46 games before showing improved durability this season. For a team like Boston, which prides itself on two-way play, his specific skill set might not align perfectly with their current needs, especially when weighed against his salary.

The Roster Ripple Effect: A Glimpse into the Future

Should the Celtics successfully find a trade partner for Simons, and if they choose not to re-sign veteran Al Horford, the implications for their future lineup are significant. Without Tatum, who is recovering from a season-ending injury, a potential starting five might look something like this:

  • PG — Payton Pritchard
  • SG — Derrick White
  • SF — Jaylen Brown
  • PF — Georges Niang
  • C — Xavier Tillman

This theoretical lineup underscores the strategic retooling, rather than a full “rebuild,” that Brad Stevens insists upon. It`s a stark reminder that even championship-caliber teams are never static; they are constantly evolving under the dual pressures of performance and financial sustainability.

The Celtics` Unwavering Philosophy

Despite the complex financial machinations, Stevens` overarching philosophy remains steadfast: “My expectations are always the same: Compete like hell to win the next game.” This isn`t just rhetoric. It`s the guiding principle that allows the Celtics to make difficult decisions, such as moving a talented player like Simons, all while maintaining their fierce commitment to excellence on the court.

The Boston Celtics are not merely playing basketball; they are playing a grand strategy game, one where every roster move, every contract, and every potential trade is a calculated step. The saga of Anfernee Simons is just the latest chapter in their relentless pursuit of another championship, all while navigating the ever-tightening financial constraints of the modern NBA.

By Dominic Ashworth

Dominic Ashworth, 41, has made his mark in Leicester's sports media scene with his comprehensive coverage of football and horse racing. Known for his ability to spot emerging talents, Dominic spends countless hours at local sporting events, developing stories that matter to both casual fans and dedicated enthusiasts.

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