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These days, the uncertainty surrounding the business of college football feels unprecedented. After all, the sport’s power brokers are busy fighting over everything—from the potential expansion of the College Football Playoff to what the next round of conference realignment will look like. Some have turned to private equity to discuss potential investments in conferences and teams, while others have even sought congressional intervention on specific issues. And yet, as conversations surrounding the transfer portal and N.I.L. dominate the offseason, one storyline has transcended them all: the next chapter for the 73-year old Bill Belichick, arguably the greatest coach in NFL history, whose first season as North Carolina’s head coach starts on Monday against TCU.