His time at FAU ended amicably. After winning two conference championships in three seasons, Kiffin was clearly bound for a bigger stage, and chose to go to Ole Miss, the third-smallest school in the SEC, a league long dominated by Alabama, Georgia, and LSU. Kiffin’s timing was perfect, however: He arrived just as the portal transfer and NIL changes were really kicking in. Those radical shifts allowed smaller schools a chance to compete—if they could rally deep-pocketed donors to buy better players.
Kiffin got the backing he needed, but he was also uniquely suited, temperamentally and tactically, for surfing chaos. He makes his practices fast-paced and fun. Sometimes hip-hop blasts; the day I was at LSU spring practice, Kiffin staged a spontaneous scrimmage between coaches. He’s trying to win games, but he’s also trying to keep his young players entertained and committed to LSU.
All the attention to money and job changes has overshadowed just how intense a competitor Kiffin is, and how badly he wants to win on the field. Kiffin has a keen eye for talent—he plucked quarterback Trinidad Chambliss from obscurity at Ferris State, a Division II school, and turned him into a star at Ole Miss. And he’s skilled at constructing potent offensive schemes. But he’s also selling personality. Kiffin is an attention magnet by nature and also by design, believing that in the modern media and athletic economy, elite players will want to play for a high-profile “cool coach.” At Ole Miss, he eagerly became a Twitter troll, taking jabs at rival coaches, because he enjoyed the give-and-take, but also in a calculated bid to raise the program’s national profile. As he resurrected the football team Kiffin also overhauled his life. He gave up booze in January 2021; he became an evangelist for hot yoga and dropped about 45 pounds. He took up journaling and shared an entry with ESPN, an excerpt from Alcoholics Anonymous literature: “Ego was being replaced with self-respect, resentment and hatred were being replaced with tolerance and understanding.”
Kiffin even sort of reunited his fractured immediate family. His daughter Landry enrolled at Ole Miss; his son, Knox, enrolled at Oxford High, with his ex-wife also moving to town (daughter Presley stayed in California to attend USC). Kiffin told an ESPN interviewer, “I needed Oxford and Ole Miss a lot more than they needed me.” Locals, even some hardened to the realities of big-time sports, bought into Kiffin’s genuine affection for the people and the place. “I’m not mad that he left,” says Jared Foster, the owner of the Velvet Ditch, a prominent Oxford sports bar, who became friendly with Kiffin. “I was shocked that he isn’t who he had claimed to be.”
Though Kiffin regrets the bitter ending, he blames the football calendar for the ugliness. The University of Florida and LSU had fired their coaches in October. The January 2026 transfer-portal window loomed; if schools didn’t have their coaches in place well in advance, they would be in deep recruiting trouble. So Kiffin, the number one target for both Florida and LSU, says he couldn’t wait until the end of Ole Miss’s season, possibly in mid-January, to make up his mind.