The Portland Trail Blazers’ acquisition of Jrue Holiday this offseason has sparked plenty of discussion about how the two-time NBA All-Star will fit into the team’s evolving roster. After a two-year stint with the Boston Celtics helped him secure an NBA championship in 2024, Holiday returns to Portland in a trade that saw guard Anfernee Simons head to Boston in exchange, though the final deal was adjusted to a straight one-for-one swap due to medical concerns reported during Holiday’s physical.
At 35 years old, Holiday brings a wealth of experience, defensive tenacity, and playmaking ability that Portland desperately needs as they aim to end their recent rebuilding phase and rejoin the playoff conversation. Last season with Boston, Holiday averaged 11.1 points, 4.3 rebounds, 3.9 assists, and 1.1 steals per game, playing in 62 contests while managing his minutes carefully. His shooting percentage hovered around 44.3%, a solid figure for a veteran guard tasked with multiple roles on both ends of the floor.
While injury history and a slight dip in his statistical output have raised some eyebrows, the Trail Blazers remain confident in Holiday’s ability to contribute immediately. According to Portland’s coaching staff and front office, Holiday is “considered healthy” and is expected to be a cornerstone for their backcourt rotation as they blend veteran savvy with their young core.
One key question is how Holiday’s style fits with Portland’s young roster, which has leaned on playmakers like Shai Gilgeous-Alexander and newly acquired wings. Holiday’s elite perimeter defense, often regarded as among the league’s best, should help shore up Portland’s defensive inconsistencies. His ability to guard multiple positions and generate turnovers will be crucial against high-powered offenses in the Western Conference.
On offense, Holiday’s ball-handling and creation skills relieve pressure on primary scorers. Historically, Jrue has excelled at orchestrating efficient attacks without dominating usage, averaging an assist-to-turnover ratio of 3.4 over his career. Portland hopes his veteran leadership complements Shai’s offensive explosiveness, providing better spacing and calmer decision-making when the game tightens.
However, Holiday’s fit also presents challenges. The 35-year-old’s role will likely be more of a facilitator and defensive stopper than a primary scoring option given his reduced offensive output in recent years. Portland fans will need to see how he manages the physical demands of a full regular season after missing 20 games last season due to injuries and a mallet finger issue. Yet, sources from The Oregonian and Trail Blazers insiders express optimism, noting Holiday’s professional approach to conditioning and recovery.
Another nuance surrounds the Blazers’ salary structure. Holiday carries a sizable contract with $102 million remaining on his deal over three years, a financial commitment the team accepted in exchange for the youthful and cheaper Simons salary. Portland’s front office views Holiday as a big bet on their core’s readiness to contend, banking that his veteran presence accelerates their playoff push without compromising salary flexibility too heavily.
In summary, Jrue Holiday’s return to Portland stitches together experience, defensive might, and steady leadership with a promising young roster. Though not the high-usage scorer Portland once traded him for, Holiday’s impact will center on making teammates better, controlling pace, and consistently locking down opponents. As Trail Blazers president Joe Cronin said, “Jrue brings a winning mentality and professionalism that fits perfectly with our culture and aspirations.”
The 2025-26 season will reveal if this marriage between veteran grit and youthful talent elevates Portland back into contention but one thing is clear: Jrue Holiday’s presence shifts the narrative from rebuilding to competing in “Rip City.”

