Caleb Williams entered the NFL with lofty expectations, the No. 1 draft pick for whom success was almost guaranteed and whose dynamic playmaking abilities were exactly what the Chicago Bears needed to get back into Super Bowl contention.

If there's any team in the NFL that absolutely needs to see significant improvement during the 2025-26 season, it's the Chicago Bears. After posting a dismal 5-12 record with No. 1 overall draft pick Caleb Williams at quarterback, the Bears need their investment ($39.5 million over four years to be exact) to show progression in his second year.