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Why the 49ers Decided to Trade Dee Winters

Farewell.
November 9, 2025; Santa Clara, California, USA; San Francisco 49ers linebacker Dee Winters (53) before the game against the Los Angeles Rams at Levi's Stadium. Mandatory Credit: Kyle Terada-Imagn Images
November 9, 2025; Santa Clara, California, USA; San Francisco 49ers linebacker Dee Winters (53) before the game against the Los Angeles Rams at Levi's Stadium. Mandatory Credit: Kyle Terada-Imagn Images | Kyle Terada-Imagn Images

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The San Francisco 49ers decided to trade Dee Winters to the Dallas Cowboys for a fifth-round pick.

Naturally, ahead of and during the NFL Draft, there are always difficult decisions when it comes to trading players for additional picks.

San Francisco was no exception. Backup quarterback Mac Jones was frequently mentioned in trade speculation, but no deal ultimately materialized.

However, the team parted ways with Winters as they continue to reshape their roster heading into the new season.

John Lynch explains why the 49ers moved on from Dee Winters

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Feb 24, 2026; Indianapolis, IN, USA; San Francisco 49ers general manager John Lynch speaks at the NFL Scouting Combine at the Indiana Convention Center. Mandatory Credit: Kirby Lee-Imagn Images | Kirby Lee-Imagn Images

Winters joined the franchise in 2023 after being selected in the sixth round, so trading him away for a fifth-round pick would indicate a return on investment.

Across his time in the City by the Bay, Winters contributed primarily on special teams and as a rotational defender, recording solid tackle numbers while showing flashes of brilliance.

"We made that trade today [Friday], and that's tough because Dee's a guy who's done a lot for us here," Lynch shared to reporters when discussing their Day 2 additions.

"Sixth-round pick out of TCU, but Dee is one of the favorite guys in that locker room amongst his teammates. He's done a lot for us on the field.

"We just felt like we were in a good position at linebacker, and Dallas has been really interested in him for a long time. And I'd say the talks probably started with myself and [Cowboys co-owner, EVP] Stephen Jones, when we were talking about Osa [Odighizuwa]. They've stayed on that. We kind of held it off for a while, and as we got there today, we just felt like it was the right thing to do for our team.

"It's a good opportunity for Dee. I think there's a lot of opportunity for him to shine, and just very grateful for Dee's time here and all his contributions he made to our squad."

This position group wasn't one the San Francisco 49ers needed to target in the draft, so getting an additional pick is the right move.

The depth chart currently stands with Fred Warner, Dre Greenlaw, Tatum Bethune, Garrett Wallow, Luke Gifford, Jalen Graham, Nick Martin and Milo Eifler, providing a strong mix of experience, versatility, and special teams value across the unit.

Trading away Dee Winters is another example of fleecing the Dallas Cowboys, especially after getting Osa Odighizuwa, further strengthening the San Francisco 49ers roster. A good exchange.

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Henry Cheal
HENRY CHEAL

Henry Cheal is a versatile sports journalist specializing primarily in his two biggest passions - American sports and motorsport. He is currently the owner of a motorbike racing outlet titled The Moto Report, where he produces written and video content on the biggest motorbike racing series in the world. Henry has previously contributed San Francisco 49ers content to VAVEL USA, The League Winners, and OffGrid NFL. Based in the UK, Henry began following the organization in the 2011 season, before attending his first game in October 2022. His career highlights include covering the team for On SI throughout 2025 and previously interviewing 49ers legend George Kittle on a wide range of topics, such as his career highlights and what it means to him to represent the city of San Francisco.

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