Following the 2026 NBA trade deadline, the Milwaukee Bucks remain active in exploring opportunities to strengthen their roster through the buyout market. With star forward Giannis Antetokounmpo confirmed to stay, the Bucks are focusing on adding experienced players to push back into the Play-In Tournament during the second half of the season.
At the deadline, Milwaukee traded Cole Anthony and Amir Coffey to Phoenix in a three-team deal that brought Nigel Hayes-Davis and Ousmane Dieng onto the squad. While Hayes-Davis is expected to be waived, Dieng, a 22-year-old with potential, could develop into a valuable bench contributor. The Bucks’ general manager, Jon Horst, appears poised to supplement this youthful talent with more seasoned veterans from the buyout market to reinforce depth.
Possible Veteran Targets for Milwaukee From the Buyout Market
Chris Paul as a Potential Backcourt Reinforcement
With Cole Anthony’s departure impacting the Bucks’ backcourt depth, attention turns to former Clippers guard Chris Paul, who was recently traded to Toronto. Paul, a 12-time All-Star in the final stages of his career, may seek a buyout from the Raptors. Milwaukee had shown interest in Paul during the offseason and could offer him a role playing 12 to 15 minutes per game, similar to the limited time Anthony received lately.
The decision for Paul hinges on whether he prefers more playing time or a better championship chance. While Paul’s priority could be contending for a title, the Bucks may attract him with guaranteed minutes, making them a realistic option to strengthen their guard rotation.
Haywood Highsmith Brings Defensive Skill and Experience
Another candidate is Haywood Highsmith, a forward recently waived by Brooklyn at the deadline. Known for his aggressive defense and reliable shooting, Highsmith has yet to appear this season due to injury but is nearing a return. His ability to back up Kyle Kuzma by providing physicality, defense, and rebounding off the bench would address Milwaukee’s need for depth on the wing with players experienced in playoff competition.
Khris Middleton’s Return Could Bolster Leadership and Scoring
Khris Middleton represents a unique possibility, though less certain. Currently with Dallas following a previous trade from Washington, Middleton commands a $33.3 million salary, which complicates any buyout scenario unless he agrees to a pay cut. If Dallas decides to keep him as a veteran presence while rebuilding around Cooper Flagg, Middleton may remain there for the season.
However, if he becomes available, Middleton might be interested in returning to Milwaukee where he is a fan favorite and former teammate to Giannis. The decision could depend on his desire to rejoin a familiar environment or seek a contender elsewhere.
Additional Veteran Considered: Pat Connaughton
Pat Connaughton, who was waived by Charlotte after being traded from Milwaukee in 2025, is still on the radar despite minimal playing time this season. As a sharp-shooting veteran, he could provide valuable bench scoring for the Bucks, though his role would likely be limited compared to other targets.
What These Moves Could Mean for Milwaukee’s Season Outlook
The Milwaukee Bucks find themselves at a crossroads as they aim to regain footing in a highly competitive Eastern Conference. By targeting seasoned veterans like Chris Paul, Haywood Highsmith, and potentially Khris Middleton, the team hopes to add experience, defense, and scoring depth to complement Giannis Antetokounmpo and Ousmane Dieng’s developing talent. These additions could be critical for head coach Doc Rivers to guide the squad back into playoff contention and secure a spot in the Play-In Tournament.
With the buyout market still open, Milwaukee’s front office faces anxious decisions about which veteran fits best with the team’s needs and chemistry. The success of these moves may determine how far the Bucks can advance this season and set the tone for their 2026 campaign.
