Arguments in favor of him returning:
Strong emotional attachment: Lillard has consistently expressed his loyalty to the Trail Blazers and Portland, stating he wants to retire there.
Openness to returning: After requesting a trade in July 2023, he was traded to the Milwaukee Bucks in January 2024. However, he recently mentioned the possibility of playing for the Blazers again at some point in his career, although not right now.
Trade scenarios: His current contract with the Bucks allows him to become an unrestricted free agent in 2026, opening the door for a potential return to Portland.
Arguments against him returning:
Current situation: He seems committed to winning a championship with the Bucks, who already have Giannis Antetokounmpo and Khris Middleton as star players.
Trade demands: If the Blazers don't significantly improve their roster and championship aspirations, Lillard might not be incentivized to return.
Age and contract: He will be 34 years old in 2026, and a significant trade package might be needed to acquire him again.
Overall:
While the possibility of Lillard returning to the Trail Blazers exists, it depends on several factors, including his future performance with the Bucks, the Blazers' improvement as a team, and trade negotiations.
Ultimately, the decision rests with Lillard and his priorities later in his career. Whether he prioritizes loyalty and finishing his career in Portland or chasing a championship with another team remains to be seen.
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