Celtics Get Crucial Giannis Antetokounmpo Update as Draft Nears
Keith Watkins·2026-06-23·via NBA Latest News & Trade Rumors | Heavy on NBA
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NEW YORK, NEW YORK - DECEMBER 25: Giannis Antetokounmpo #34 of the Milwaukee Bucks talks to a teammate during the first quarter of the game against the New York Knicks at Madison Square Garden on December 25, 2023 in New York City. NOTE TO USER: User expressly acknowledges and agrees that, by downloading and or using this photograph, User is consenting to the terms and conditions of the Getty Images License Agreement. (Photo by Rich Graessle/Getty Images)
The Boston Celtics and Giannis Antetokounmpo saga is approaching its final act. The Milwaukee Bucks set an informal deadline of the NBA Draft to resolve the situation, and with the first round set for Tuesday night, the pressure is mounting on all sides. Meanwhile, the Miami Heat and Celtics have emerged as the two finalists, and Boston is reportedly ready to include Jaylen Brown in any deal.
Bill Simmons has been tracking this situation closely and weighed in with an important clarification for anyone trying to read the tea leaves.
Nothing has changed. And yet, that might actually be good news for Boston.
What Simmons Said
Simmons took to X to address the swirling speculation around the Celtics’ pursuit, offering a clear-eyed assessment of exactly where things stand.
“They made a real offer two weeks ago,” Simmons wrote, describing the current state of play as a “staring contest” ever since. He added that he believes the situation gets resolved Monday or Tuesday morning ahead of the draft.
This Celtics/Giannis situation didn’t change at all over the last 36 hours just FYI. Nothing is different. They made a real offer 2 weeks ago (as I repeatedly told you on my pods) and it’s been a staring contest ever since. But I do think it gets resolved today or tomorrow AM.
What Windhorst and Charania Are Saying
ESPN’s Brian Windhorst confirmed Boston’s aggressive posture. He identified the Celtics and Heat as the two teams most likely to land Antetokounmpo if a deal gets done in the next 24 hours.
“Jaylen Brown is on the table,” Windhorst said, adding that he believes Brown could be traded for Antetokounmpo in the short term.
ESPN’s Shams Charania added important structural context. There is no third team involved in any current construct. This would be a straightforward two-team deal if it happens. Charania also reported that Antetokounmpo is ready to be traded to either Boston or Miami.
The Boston Celtics are going ALL IN on Giannis Antetokounmpo and Jaylen Brown is on the table, per @WindhorstESPN
“If Giannis is traded in the next 24 which I think is a good chance of happening, I think it’s going to be Boston or Miami…. Jaylen Brown is on the table”
The Broader Stakes for the Celtics
GettyGeneral Manager Brad Stevens of the Boston Celtics.
Windhorst offered perhaps the most revealing window into Boston’s mindset, explaining why the front office is pushing this hard in the first place.
The Celtics are not chasing Antetokounmpo out of ambition alone. They genuinely believe they are no longer good enough. After back-to-back early playoff exits, the gap between themselves and the top teams in the East looks real and growing. The New York Knicks just won a championship. The Indiana Pacers are expected to return healthy next season.
Windhorst also raised the possibility that Brown could be moved elsewhere if the Giannis deal does not come together. That would represent a seismic shift. Brown and Jayson Tatum won a championship together in 2024.
Final Word for the Celtics
Bill Simmons says nothing has changed and the staring contest is still ongoing. However, he also thinks it ends soon.
Meanwhile, the draft is Tuesday night. The Bucks want this resolved. The Celtics are all in, and as a result, Jaylen Brown’s future in Boston may depend entirely on what happens in the next few hours.
Keith Watkins Keith Watkins is a sports journalist covering the NBA for Heavy.com, with a focus on the Golden State Warriors, Boston Celtics, and Los Angeles Lakers. He previously wrote for FanSided, NBA Analysis Network, and Last Word On Sports. Keith is based in Bangkok, Thailand. More about Keith Watkins