The Super Bowl champion, 73, and the former college cheerleader, 24, were first romantically linked in 2023 Bill Belichick's girlfriend Jordon Hudson has told at least one person that the pair are engaged,

September 2023: People reports that Belichick and entrepreneur Linda Holliday have ended their 16-year relationship. Per People ’s source, the couple had been “pretty separate for a while.” As for the cause of the breakup, the insider said that the relationship had simply “run its course.”