Celtics Face A Telling Backcourt Decision Fans Can't Ignore

The Celtics face a strategic decision that could not only define Payton Pritchard's role but also shape veteran guard Mike Conley's future in Boston.

The Celtics’ backcourt picture still isn’t settled, and Payton Pritchard sits right at the center of it. Boston’s rotation may not fully come into focus until preseason, and even then, things could keep changing once the regular season starts. For now, one of the biggest questions is whether Pritchard returns to the starting five or stays in the bench role he finished last season in.

That choice matters because Pritchard handled a much larger role than usual in the 2025-26 season. He started 50 of his 79 games, the first time in his six-year career that he spent that much time in the opening lineup. He made the most of it, putting up 16.9 points, 5.3 assists, and 4.3 rebounds per game while shooting 45.7% from the field and 34.8% from three.

His move back to the bench came only after Boston traded Anfernee Simons to the Chicago Bulls for Nikola Vucevic. With the Celtics short on guard depth, they didn’t have much choice if they wanted both Pritchard and Derrick White in the starting group.

What happened next only made the decision trickier. Rather than letting the change slow him down, the 28-year-old actually sharpened his production. His numbers stayed similar, but his efficiency climbed: he shot 47.7% overall and 42.9% from beyond the arc.

That leaves Boston with a real choice heading into this season. Pritchard has clearly done enough to argue for another shot at the starting job, but the way he thrived as a reserve gives the Celtics a strong case for keeping the 2025 Sixth Man of the Year in that role.

And that call will tell us something else, too: what Boston expects from Mike Conley. The newly signed guard is entering his 20th NBA season after three and a half seasons with the Minnesota Timberwolves. Last year, he averaged about 18 minutes per game for Minnesota, and there’s a real chance Boston doesn’t see him as someone who needs a heavy workload.

He may be on the roster because of his reputation as a two-time NBA Teammate of the Year winner. You could also imagine the Celtics having a handshake deal with the 39-year-old to join their coaching staff whenever he retires.

If Boston keeps Pritchard on the bench, Conley probably won’t be looking at regular minutes. But if Pritchard starts, that could signal the Celtics believe Conley can handle the backup role. Even in a season where his regular-season numbers were the lowest of his career, Conley still gave Minnesota efficient minutes in the playoffs, averaging 4.4 points and 2.7 assists while shooting 50% from the field and from deep in 12 games.

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What makes the idea intriguing is that Pritchards best traits have often lived in the margins of Bostons offense. He has been especially effective in isolation and on pull-up jumpers, yet previous seasons never fully tapped into that skill set. Now the Celtics seem ready to lean into it, betting that a bigger role can help smooth over the loss of Brown and keep the attack from losing too much of its punch. [Read more 🡒]