On New Year’s Day, ESPN analysts Kirk Herbstreit and Desmond Howard went old school to criticize NFL-caliber football players who opted out of increasingly less consequential bowl games to avoid career-altering (or ending) injuries. Herbstreit questioned these players’ love for the game, and Howard described them as entitled. Facing immediate blowback online (and presumably after consulting with ESPN higher-ups), Herbstreit issued a “clarification” that was essentially a poorly disguised double down. This episode discusses why Herbstreit’s and Howard’s comments reveal a growing values-based imaging and messaging problem for both ESPN and the Power 5.