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Milwaukee Bucks: Reason Why Damian Lillard Chose to Return to Trailblazers on Discount Revealed
Michael McLoone-Imagn Images

Earlier this offseason, the Milwaukee Bucks made the decision to waive and stretch nine-time All-Star point guard Damian Lillard. The move guaranteed the rest of his of salary over the last two years of his contract, but allowed Milwaukee to spread out his cap hit over five seasons. This allowed them the financial flexibility to build a team around Giannis Antetokounmpo by signing Myles Turner and several of their own key free agents.

Lillard, of course, is not going to play until late in the 2025-26 NBA season, if at all, due to a torn Achilles he suffered in the NBA Playoffs. In the end, this devastating injury put an unceremonious bow on two seasons that Lillard and Giannis become the highest-scoring duo in NBA history in terms of points per game, but only see the floor together for 29 total minutes in the postseason.

And now, Lillard is heading home.

Former Milwaukee Bucks Point Guard Damian Lillard Is Returning to the Portland Trailblazers


Milwaukee Bucks: Reason Why Damian Lillard Chose to Return to Trailblazers on Discount Revealed 1 Jan 6, 2024; Houston, Texas, USA; Milwaukee Bucks guard Damian Lillard (0) sits in the bench area before the game against the Houston Rockets at Toyota Center. Mandatory Credit: Troy Taormina-USA TODAY Sports

On Thursday evening, it was reported by Shams Charania of ESPN that Lillard had reached a three-year $42 million contract agreement to return to the Portland Trailblazers, from whom the Bucks originally acquired nearly two years ago in exchange for Jrue Holdiday:

Lillard, of course, spent the first 11 seasons of his NBA career with Portland, becoming the greatest player in that franchise’s history, their all-time leading scorer, and made a name for himself as one of the NBA’s 75 greatest players.

During his 11 seasons in Portland, Lillard averaged 25.2 points, 4.2 rebounds, and 6.7 assists per game.

Former Milwaukee Bucks Point Guard Damian Lillard Wanted to Play Close to Home


Milwaukee Bucks: Reason Why Damian Lillard Chose to Return to Trailblazers on Discount Revealed 2 Mar 18, 2025; San Francisco, California, USA; Milwaukee Bucks guard Damian Lillard (0) walks back up court during the fourth quarter against the Golden State Warriors at Chase Center. Mandatory Credit: D. Ross Cameron-Imagn Images

After reporting that Lillard was returning to the franchise he spent most of his career with, Charania also revealed why he made the decision to re-sign with them, despite the fact that his exit from the team followed a long, drawn-out feud with the front office:

It was no secret that being away from his children affected Lillard mentally, especially in his first year with the Bucks. He spoke often of how hard it was to be away from them, and that he often felt lonely in Milwaukee because of the distance between himself and his family.

In this sense, a return to the Trailblazers was meant to be. It is not that he did not like the city of Milwaukee, the Bucks franchise, or his teammates; it was that he missed his kids.

And now he will likely finish his career with them close by.

This article first appeared on WI Sports Heroics and was syndicated with permission.

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