6 Offensive Linemen the Cowboys Must Target in Free Agency

The Cowboys can still fix their offensive line in free agency
Cowboys, Connor Williams
Cowboys, Connor Williams / JIM RASSOL/THE PALM BEACH POST / USA
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5. Isaiah Wynn, G/OT

Sometimes when you're playing the frugal game, you have to be willing to roll the dice on players who have shown they can get it done in the past. Even if they haven't been doing so lately. 

Picked 23rd overall in 2018 out of Georgia, Isaiah Wynn spent the first three seasons of his career playing left tackle. He was a regular starter for New England and did enough for them to exercise the fifth-year option in his rookie deal.

During that final campaign in New England, he played right tackle, a move that came after Trent Brown took over on the left side.

While he played well overall, injuries were a major issue for Wynn. A torn Achilles cost him his rookie campaign and he managed just 18 games the next two years. He then played in 16 games in 2021 before a foot injury limited him to nine in 2022.

None of this makes him seem like an ideal candidate but he's a low-risk/high-reward player. Dallas could land someone capable of starting without spending much at all, which is worth the risk.