5. Dallas Cowboys
Dallas Cowboys GM and owner Jerry Jones loves giving unproven veterans chances in the league. However, after signing PJ Locke and Jalen Thompson to overhaul its safety group, is there space for Whitehead? If the Cowboys wind up releasing Malik Hooker and elevate Locke to starting duties, there could be a hole to fill for the former Buccaneer. Again, it won’t be the perfect scenario, but it’s a chance to play with America’s team and revive his career with one of the most promising secondaries heading into the 2026 season, especially after drafting Caleb Downs.
