According to multiple league sources, concerns were raised because of “new findings” during Jrue Holiday’s medical examinations. Sources said they were not substantial enough for the deal to be nullified, but they did give the Trail Blazers pause. So, Boston agreed to move forward with the deal without the 2030 and 2031 second-round picks that Portland originally agreed to send to Boston. Sources declined to reveal specifics of Holiday’s situation but stressed that the point guard was continuing his normal offseason training regimen without restriction. He is expected to be fully healthy for the start of training camp, too.
Source: Boston Globe
Source: Boston Globe
What’s the buzz on Twitter?

John Karalis @John_Karalis
Celtics have officially announced the trades of Jrue Holiday and Kristaps Porzingis pic.x.com/UxQAdKCCUO – 2:07 PM
Celtics have officially announced the trades of Jrue Holiday and Kristaps Porzingis pic.x.com/UxQAdKCCUO – 2:07 PM


Casey Holdahl @CHold
The trade acquiring Jrue Holiday from Boston in exchange for Anfernee Simons has gone official. Two things of note…
No additional draft capital changing hands, deal is just Holiday for Simons
Holiday will wear no. 5 – 1:36 PM
The trade acquiring Jrue Holiday from Boston in exchange for Anfernee Simons has gone official. Two things of note…
No additional draft capital changing hands, deal is just Holiday for Simons
Holiday will wear no. 5 – 1:36 PM

Aaron J. Fentress @AaronJFentress
Trail Blazers alter trade sending Anfernee Simons to Boston for Jrue Holiday: Source
#RipCity
oregonlive.com/blazers/2025/0… – 1:30 PM
Trail Blazers alter trade sending Anfernee Simons to Boston for Jrue Holiday: Source
#RipCity
oregonlive.com/blazers/2025/0… – 1:30 PM
More on this storyline
Sean Highkin: The Anfernee Simons-Jrue Holiday trade is now official, without the previously reported second-round picks going from Portland to Boston. The final deal is a straight 1-for-1 player swap. -via Bluesky / July 7, 2025
Kevin Durant: So, do you think the profile of players change? Like I’m been thinking I’m like I don’t know if the 6-2 and under guard is at a premium no more as a starter. Maybe as a backup. But you have to be… LeBron James: We just talked about this in the last… Steve Nash: It’s gotten compressed. It’s that like either Donovan Mitchell, Drew Holiday 6-3, Lou Dort… Durant: You can’t get picked on defense. That’s the thing cuz we playing such a pick on game that they will really literally, if you can’t guard they will bring you up every play. And six foot, 6-1, and you’re not a bulldog like a Davion Mitchell, Jrue Holiday on the defensive side, or you not an offense that’s flat out savant like Kyrie Irving, where you can score on dudes seven feet easily in ISO, then I just can’t see it. -via YouTube / July 1, 2025
Yossi Gozlan: The Damian Lillard trade had risk and the worst-case scenario ended up happening. They’re down Jrue, an unprotected first, two swaps, and now have to pay Lillard $22.5 million a year not to play for the next five years. -via x.com / July 1, 2025