Damian Lillard Wants A 2-Year, $107M Extension, He Would Get $55M At 36-Years-Old

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Credit: NBC Sports

For the Portland Trail Blazers, their success lies in the hands of Damian Lillard. The 31-year-old is, arguably, the best player in Blazers history and it’s only because of his presence that the team is enjoying an 8-year streak of playoff appearances.

With that fact in mind, it’s no surprise that Dame is looking for significant compensation.

According to ESPN’s Adrian Wojnarowski, the 6x All-Star is seeking a massive contract extension, one that could net him an NBA record $55 million at 36-years-old.

Lillard wants a two-year, $107 million extension in July, and he and his agent need the next general manager to sell ownership on the idea. As much as anything, this cuts to the core of the Blazers’ search process. His desire for an extension into his advanced NBA years has turned into a battle for the franchise’s future, an existential threat to reshaping and redirecting the organization in a post-playoff reality.

In the past year, Lillard and his camp have been thwarted on several leverage plays — Jason Kidd as coach, trading CJ McCollum and four first-round picks for Ben Simmons. Most of all, they lost the confidence that the Blazers had a top basketball executive and ownership willing to make Lillard’s contract the highest single-season deal in league history at $55.3 million in 2027.

On the surface, giving Dame that extension sounds like an easy decision for Portland, but there are reports that some executives would be hesitant to make it happen.

Despite Dame’s brilliance, the Blazers haven’t had much success in the playoffs, only making the Conference Finals once in the past 10 years and, this season, they haven’t looked much better. Following Monday night’s loss to the Clippers, they moved to 11-14 on the season.

Without a GM to plan their next steps, it’s going to take some time before the Trail Blazers figure out what they want to do. But if Dame doesn’t get the extension he desires, it could spell the end for his time with the franchise.

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Nico Martinez is a veteran staff writer for Fadeaway World from Brooklyn, New York. He joined Fadeaway World in 2016 and is currently residing in Columbia, South Carolina. Nico holds a degree in Sports Management from Columbia International University where he built a strong foundation in the inner workings of sports media and management. Nico's contributions have significantly enhanced the credibility and depth of Fadeaway World's content, earning him recognition across the sports journalism community. His work has been discussed in prestigious publications like Sports Illustrated. A dedicated follower of LeBron James, Nico often leads coverage on news related to the basketball star. With nearly a decade of experience in sports journalism, Nico consistently provides comprehensive and timely basketball news, engaging a wide audience of basketball enthusiasts.Nico's most desired player to interview, past or present, is Kevin Durant. He is particularly keen on asking Durant if he has any regrets about his career, especially concerning his departure from the Oklahoma City Thunder, and why he engages so much with fans on social media. 
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