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Brian Windhorst: "I'm going to tell you I have not actually heard any material, true discussions. I'm certain maybe someone has called on Jaylen Brown maybe, but I have not heard one iota of Jaylen Brown truly being available or Derrick White being available. It is a proven commodity that Jaylen and Jayson and Derrick White are a championship trio. They're under contract, and it's big contracts, absolutely. It's a lot of money and their flexibility is impacted by that, but Brad Stevens has shown very good player personnel. He's repeatedly made very good player personnel moves, and I'm sure there's a list of things that they're looking at. When they emerge from this summer, they need to have more guys in their rotation that they can trust, especially the big man positions."

Doc Rivers may have some grudges to settle. The longtime NBA coach appeared on “The Bill Simmons Podcast” following the Knicks’ Game 1 NBA Finals win over the Spurs. And as he praised the Knicks’ team-building, he took the opportunity to criticize some front office executives around the league. “I don’t wanna take shots at anybody, but I will say this. There are a lot of front office guys who can go out and get the stars,” he began. “There’s very few of them that can then build a team into a championship team. That’s what you have to do.” He continued: “You can go out and get these names. But can you make the other moves? You look at Danny Ainge, he’s done it a ton. Brad Stevens has done it, Sam Presti, it took him a while… and he finally kind of figured it out.”

Brad Stevens is no stranger to extensions but giving out that type of money to a 33-year-old is far from a no brainer. Adding that type of long-term commitment is more likely to hurt than help Brown’s trade value in the present even after his standout regular season in 2025-26. Quite simply, there’s no sense of urgency here from a Celtics standpoint to do an extension now beyond just appeasing Brown. That’s not going to be the impetus for Stevens’ next big deal. He’s got bigger decisions to make for the present and making a decision on Brown’s long-term future doesn’t help him on that front. For that reason, don’t expect an extension to be among Stevens’ priorities this summer.

Isaiah Thomas, the fearless 5-foot-9-inch point guard who captivated fans at TD Garden and became one of the most beloved Celtics of this century, has rejoined the organization that helped turn him into a superstar. According to league sources, Thomas has been hired as a pro and college scout for the Celtics. He will be based in the Seattle area, his hometown, giving president of basketball operations Brad Stevens reinforcements on the West Coast. The team’s regional scouting staff includes former Hawks executive Derek Pierce, who is based in the Atlanta area, and Keandre Ashley, who is in Dallas. Benas Matkevicius leads the Celtics’ international scouting operation.
Daniel Donabedian: Jaylen Brown said he used fan support years ago to start again despite the fact that Brad Stevens preferred Gordon Hayward: “Once you get the people talking about it, the front office is going to start making decisions.” Celtics fans even started a petition: “That eventually made the Celtics put me back into the starting lineup.”
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Yet there has been significant pushback on this growing narrative ever since, with Celtics president of basketball operations Brad Stevens telling reporters on Wednesday that he has no knowledge of Jaylen Brown being frustrated and Brown saying, “If it was up to me, I could play in Boston the next 10 years.” A team source reiterated as much, indicating that there were no internal issues between the two sides. A league source close to Brown shared a similar message.

“He has not expressed those frustrations to me,” Stevens said of Jaylen Brown. “We’ve been here 10 years together, and I do think that, obviously, I love JB, and everybody around here loves JB, and I think just like any of our other guys, as we get to the end of the season, I’ll be here, and my door is always open. And if anybody ever wants to come in and talk about it, and talk about their team, their place, whatever the case may be, I’m all ears. “I think it’s really important to be available,” Stevens said. “So I certainly am, and none of that has been expressed to me.” In this case, it’s possible Stevens is doing some dancing. But if Brown hasn’t spoken directly to Stevens — or if he’s using his representation to do the talking — then, well, the door is open. There’s lots that can be read into that comment, such as: Brown has no interest in sharing another Celtics season as part of a 1-2 punch alongside Jayson Tatum.
Daniel Donabedian: Brad Stevens on Tracy McGrady’s comments about Jaylen Brown reportedly being frustrated with the organization: “I talked to Jalen Monday a little bit after…real quickly and it was nothing but positive. He has not expressed those frustrations to me.”
Brad Stevens on Tracy McGrady’s comments about Jaylen Brown reportedly being frustrated with the organization:
— Daniel Donabedian (@danield1214) May 6, 2026
“I talked to Jalen Monday a little bit after…real quickly and it was nothing but positive. He has not expressed those frustrations to me.” pic.twitter.com/klUIv6RPYD

Speaking on Sirius XM’s “Deals and Dunks” on Monday, NBA insider Marc Stein tabbed the Celtics as a team that could be in the running for the two-time MVP if the Bucks opt to move him after a disappointing 2025-26 season. “Because they’ve created this [cap] flexibility for themselves when it looked like it was gonna be really hard to do so — I feel like they’re gonna be able to make moves,” Stein said of the Celtics. “There will inevitably be people who bring back the, ‘Do they break up Tatum and [Jaylen] Brown’ — like, that storyline will probably come back. “There have been some rumblings at various points during the season that the Celtics could be a stealth Giannis team and a team that potentially interests Giannis. So let’s keep our eye on the Celtics. We know Brad Stevens is not afraid to make big moves and take big swings. So I think we have to be ready for just about anything with Boston.”

Noa Dalzell: Brad Stevens on winning Executive of the Year: “These awards are organizational awards.”
Brad Stevens on winning Executive of the Year: “These awards are organizational awards.” https://t.co/EtTTHm2QQ6 pic.twitter.com/NbyREcWBO9
— Noa Dalzell 🏀 (@NoaDalzell) April 28, 2026
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NBA Communications: The voting panel for the 2025-26 NBA Basketball Executive of the Year Award consisted of basketball executives from NBA teams. Complete voting results ⬇️
The voting panel for the 2025-26 NBA Basketball Executive of the Year Award consisted of basketball executives from NBA teams.
— NBA Communications (@NBAPR) April 28, 2026
Complete voting results ⬇️ pic.twitter.com/uPIrI0Uzvn

League sources say Rondo has been interviewed for the post after serving as a special assistant on Doc Rivers' Milwaukee staff. Rondo is said to have felt his first coaching itch while recovering from a torn ACL as a Celtic, prompting Brad Stevens to bring him into staff meetings.

When Derrick White was acquired in an Auerbachian heist by Celtics president of basketball operations Brad Stevens from the Spurs in February 2022, he came across as uncommonly shy for an NBA player. He was just about the last Celtic you’d think someday would have his own podcast. Yet here he is now, four seasons later, an NBA champion, Olympic gold medalist, and quintessential Celtic — one with a remarkably high approval rating among the fan base. And not only does he have a podcast, but it’s as illuminating and entertaining as any of the other player pods. “He says, ‘I think I’ve come a long way,’ ” says Alex Welsh, White’s best friend and former college teammate, who co-hosts the podcast titled White Noise. “We did a crossover episode with Tommy Alter, who’s one of the co-hosts of Old Man and the Three, which he started with JJ Redick back in the day. He asked Derrick, ‘I’ve known you for a while, and I would have never really thought you’d have your own podcast.’ And Derrick’s like, ‘Man, [expletive], me either.’ ”