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Damian Lillard Returns to Portland, A New Chapter for the Trail Blazers

By Drooid · · How we work

The Core Event: Lillard’s Return to the Trail Blazers

After requesting a trade in the summer of 2023, Damian Lillard spent three seasons with the Milwaukee Bucks. His tenure included a deep-run to the conference finals, a season-ending Achilles tear in 2025, and a waiver by Milwaukee while two years and $113 million remained on his contract. The Blazers signed him in the summer of 2025, making him the first team to extend an offer after his release. Lillard entered the 2025-26 season with Portland, debuting in the opening game and scoring 25 points, followed by 19 points in the second win.

Background & Context

Lillard’s trade request stemmed from a desire to compete for a championship. In Milwaukee he paired with Giannis Antetokounmpo, but chemistry concerns, coaching changes, and injuries limited postseason success. The Bucks’ decision to waive him freed Lillard financially, allowing a “team-friendly” contract with his original franchise. Lillard describes the move as essential to the Blazers’ current roster construction, noting that his departure enabled the acquisition of players such as Toumani Camara, Deni Avdija, and the draft pick that became Donovan Clingan.

Roster Composition and Early Performance

Portland’s roster now blends veteran talent and young prospects: former All-Star Ja Morant, two-time champion Jrue Holiday, rookie guard Scoot Henderson, big man Donovan Clingan, wing defender Toumani Camara, and forward Deni Avdija, who leads the team with 30.5 minutes per game. Lillard averages 28.5 minutes across the first two contests, contributing 25 and 19 points respectively. Coach Micah Nori emphasizes versatility, often rotating Lillard and Morant together to maximize defensive matchups.

Official Statements & Responses

Lillard expressed gratitude that Portland was the first team to reach out after his waiver, emphasizing the organization’s belief in his ability to contribute despite his injury. He stressed that he harbors no regrets about his three-year detour, viewing it as necessary for the franchise’s rebuilding process. The guard also highlighted the team’s collective selflessness, noting that the current structure relieves him from carrying the entire burden of winning and allows him to focus on health and longevity.

Verbatim Quotes

  • “I’m really thankful that as soon as I was waived, it was the first opportunity presented to me,” — Damian Lillard
  • “I don’t regret any part of the journey. I feel like it was all necessary,” — Damian Lillard
  • “You gotta expect that adversity is gonna hit. It’s gonna take sacrifice, all of the things that I think we all know and expect. But we got a super-talented team. One thing that I noticed already is how simple the game feels.” — Damian Lillard
  • “That’s the good thing about having this group,” — Ja Morant
  • “I always look for that opportunity to show my true character,” — Damian Lillard