Celtics Analyst Floats Bold Move For $30 Million Guard

The Boston Celtics are facing significant uncertainty in their upcoming season due to Jayson Tatum's Achilles injury and roster changes caused by second-apron restrictions, leading the front office to rely on youth and cost-effective depth. With Jrue Holiday departed, a key question is who will start alongside Derrick White in the backcourt.

One candidate for the starting role is Anfernee Simons, acquired in the Holiday trade, who brings three seasons of starting experience, explosive scoring ability, and the capacity to impact games quickly. However, Simons is on an expiring contract, new to Boston's system, and considered a potential trade asset, adding to the team's instability.

Analysts, including Chris Forsberg from NBC Sports Boston, favor Payton Pritchard for the starting position, citing his status as a core member of the 2024 championship team and his consistent improvement when given more responsibility. Pritchard's strengths include a 40.7% three-point shooting rate last season, which helps stretch defenses, along with career highs in points and assists while minimizing turnovers, making him a versatile fit next to White.

Further supporting Pritchard's case, he performed well in games without key players—averaging 19.0 points, 5.3 assists, and 5.0 rebounds without Tatum—and analysts emphasize he must prove he can be a championship-level starter rather than just an elite bench player. Reports from NBA insider Grant Afseth indicate the Celtics are likely to elevate Pritchard to the starting lineup, with Simons potentially taking a high-scoring role off the bench if he remains with the team.