Damian Lillard did not come close to retiring before his move to the Milwaukee Bucks, but his departure from Portland and brief time in Milwaukee were marked by emotional turmoil, injury struggles, and major career crossroads.

Lillard faced intense speculation about retirement due to persistent injuries and personal loss, but maintained his commitment to playing into his late thirties. His exit from Portland, transition to Milwaukee, and eventual return to the Trail Blazers were defined by dramatic events, heartfelt statements, and a rare vulnerability unseen in most NBA superstars.

The Rumors of Retirement

After joining the Milwaukee Bucks in a blockbuster trade from the Portland Trail Blazers, Lillard faced immediate adversity with blood clot issues and a torn Achilles tendon that thr

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