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Blazers Have Massive Trade Chip to Use This Offseason
Mar 19, 2025; Portland, Oregon, USA; Portland Trail Blazers guard Anfernee Simons (1) drives to the basket during the second half against Memphis Grizzlies forward Santi Aldama (7) at Moda Center. Mandatory Credit: Troy Wayrynen-Imagn Images Troy Wayrynen-Imagn Images

The Portland Trail Blazers find themselves in a very interesting spot as it pertains to young guard Anfernee Simons.

The soon-to-be 26-year-old is approaching the final year of a 4-year/$100 million contract he signed with the Blazers a few years ago. There are questions as to whether Portland will commit heavy money to keep him in the fold.

Fellow point guard Scoot Henderson finally showed some real promise for a longer stretch of the season this past year. There are some who contend that Henderson may be more of a true facilitator as opposed to Simons, who's very much a combo guard.

Alongside both players is Shaedon Sharpe — most probably the youngest Blazer on the team with All-Star upside. Sharpe and Simons could be a very dynamic pairing for years to come, though there's also a thought that Sharpe could benefit further from playing alongside a pass-first player.

More Portland Trail Blazers news: Blazers Could Land $50 Million All-Star in Epic Trade Idea

Longtime writer Aaron Fentress of OregonLive went into a deep dive on the young guard. Fentress broke down the postivies Simons brings to the table. He also delved into his possible future — and if it makes sense for the Blazers to keep him. Either way, it appears as if he'd have some real interest from other teams.

"Solid. [Anfernee] Simons’ track record overrides his somewhat down season. He is quick, fast, explosive and can score from all levels. Is he a starter on a contender? Tough to say. But at the very least, Simons would provide any team with instant offense off the bench with the ability to play both guard positions and start when needed."

Portland does have some real flexibility here. Going into the year without some clarity, whether it be a trade or an extension, could get messy, as it naturally is with many impending free agents.

Signing Simons to an extension wouldn't be the worst thing in the world, either. Portland would benefit from the start of his prime years while pinning down a real asset that could be used in a future trade down the line.

There most certainly will be a market for an explosive guard in their mid-20s with the ability to score at all three levels. At the very worst, you're looking at a guy who could become one of the best sixth men options in the league, if not a very credible starting guard.

For Portland, it's a bit of a win-win situation assuming he's either re-signed or traded. Letting him walk without recouping anything would be disappointing. If it's deemed internally that Simons would not re-sign, look for a host of team's — specifically Simons' hometown — to be in the mix.

For all the latest news and notes on the Portland Trail Blazers, visit Portland Trail Blazers on SI.


This article first appeared on Portland Trail Blazers on SI and was syndicated with permission.

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