Change has become synonymous with college basketball. Between the rise of NIL, the chaos of the transfer portal, and the ripple effects of the NCAA vs. House case, the sport has changed at an unpredictable pace. While some programs are leaning into this new reality, others are watching their legends bow out. Names like Bruce Pearl, Tony Bennett, Jay Wright, and a growing list of elite coaches stepping away are signs of how draining the new era has become. With big names leaving, the big question is, could John Calipari, now steering the Arkansas Razorbacks after 15 seasons at Kentucky, be next in line to hang up his whistle? How Long Till John Calipari Decides He’s Done Coaching? During a recent SEC media day press conference, John Calipari was asked about his possible retirement with all the new changes. Without sugarcoating, he simply said , “I want to help 25 to 30 more families.” To him, that’s the measure of when it’s time to walk away. As Calipari puts it, “The only way you do that is if you’re transformational as a coach, not transactional. If I become transactional, if it’s ‘I’m going to pay you this to do this