On this episode of 3 & Out, John Middlekauff reacts to Trent Williams signing a contract extension with the San Francisco 49ers and what it means for one of the NFL’s premier rosters moving forward. How long can the Niners keep this core together, and what does this deal say about their window to win?

With the NFL Draft around the corner, John takes a deep dive into the job of a general manager during this critical stretch—how they balance short-term needs with long-term vision, manage risk, and navigate the pressure of draft night decisions.

Plus, a look at one of the league’s ongoing mysteries: why don’t NFL teams trade future draft picks more often? John breaks down the logic, the risk, and why front offices tend to be more conservative than fans might expect.

From front office strategy to big contracts and draft philosophy, it’s all covered on this episode of 3 & Out.

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All lines provided by Hard Rock Bet

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