Seems like every other team expected to sign Bridgewater (Speculation)

NewSaintsEra said

I wonder if he might end up with the 49ers? Using Jimmy G as trade bait and signing a FA QB is about all they can do to upgrade the roster given their lack of cap space and low draft position. Their defense is great. Run game is great. They don't need much, just a bit of an upgrade in the passing game, and I think Bridgewater would give them that at a very good price compared to what they would pay Brady or Newton.

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I think it's not really as much of a match as you might think. For one thing, while Jimmy clearly couldn't play his best when put under the spotlight that all QBs are eventually measured by (possession with 2:44 to play, down by 4), I don't think Teddy has anything on tape to make the Niners think he can bridge that gap.

There is also the matter of the $4m+ it would cost them to trade away Jimmy in 2020, not a favourable option at all.