1
Rings
2017
Rookie Year
Two-time NBA champion and elite two-way guard entering his 15th NBA season. Drafted 17th overall in 2009, Holiday has made a career of elite perimeter defense and clutch shot-making. Won titles with Milwaukee (2021) and Boston (2024). Joined Portland after the Damian Lillard sign-and-trade.
Portland Trail Blazers
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Seasons
2
Teams
Milwaukee Bucks
2017-2023
Portland Trail Blazers
2023-present
NBA Champion
Won championship with Milwaukee Bucks in 2021
2x NBA All-Defensive First Team
Elite perimeter defender
Olympic Gold Medalist
Won gold with Team USA at 2024 Paris Olympics
Player Agent
2025-26 season · View contract
Career Earnings
$185 million (estimated through 2025-26)
Estimated total NBA career salary
Endorsements
Nike
Nike basketball athlete
2017-present
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