The Blazers’ trade package for Holiday initially included two outgoing future second-round picks. After a review of Holiday’s medicals, the trade was later altered to a one-for-one swap of Holiday for Simons. Holiday, 35, is set to make $32.4 million next year, $34.8 million in 2026-27, and $37.2 million on a player option in 2027-28.

Adding Jrue Holiday is a sign that the Trail Blazers believe they have enough pieces in place to actually have a chance to play in the playoffs next season. Holiday's new coach is very happy to have him. Chauncey Billups seems pleased to have a veteran point guard on his team who has won a championship.

Holiday was dealt to Portland last month in exchange for Anfernee Simons and two second-round picks, but when the trade officially went through on Monday, the picks were no longer part of the move.

The Boston Celtics began to re-tool their once championship roster this offseason by trading away point guard Jrue Holiday to the Portland Trail Blazers. However, per NBA insider Jake Fischer, the Celtics turned down a very aggressive offer from the Toronto Raptors.

Jrue Holiday's trade from the Boston Celtics to the Portland Trail Blazers is official, but there's a catch to the previously reported on swap.

With the 2025-26 NBA season now open for business, the bevy of trades and signings that had been agreed upon over the last several weeks are becoming "officially official"—and with that comes some changes and details that need to be fleshed out.

The trade between the Boston Celtics and Portland Trail Blazers involving guards Jrue Holiday and Anfernee Simons reportedly has been adjusted.

Jrue Holiday is officially a member of the Portland Trail Blazers, but, in the press release, the Blazers announced a trade that looks different than the one that was reported two weeks ago. Anfernee Simons is still going to the Boston Celtics in a guard-for-guard swap,

Jrue Holiday failed physicals when going to the Portland Trail Blazers, which worsen the return for the Boston Celtics.

The Portland Trail Blazers' acquisition of two-time All-Star guard Jrue Holiday was announced as official on Monday but has been amended from the terms reported on June 23.