The Portland Trail Blazers received criticism for their offseason trade, swapping Anfernee Simons for Jrue Holiday with the Boston Celtics. Holiday has a championship resume that speaks for itself, but there were still question marks surrounding his declining play in Boston and how he'd fit the timeline of an up-and-coming Blazers roster at 35 years old. Not to mention, his massive contract, as the Blazers are set to pay him $104 million over the next three years.
Seven games into the 2025-26 season, the Blazers now sit at 4-3, and as a result, Holiday has already addressed most of those concerns.