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LAKE FOREST, ILLINOIS - JULY 29: Caleb Williams #18 of the Chicago Bears speaks to the media during Chicago Bears Training Camp at Halas Hall on July 29, 2026 in Lake Forest, Illinois. (Photo by Geoff Stellfox/Getty Images) | Getty Images Alright, let’s lock into a contract extension that I think most Bears fans are curious about: Caleb Williams. We’ve been looking at several key veterans across the Bears roster and whether the Bears, in the next 12 months, should extend them (Cash), cut them (Slash), or wait a year and make a determination (Slash).
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