For close to two decades, Rick Pitino was a villain to Kentucky basketball fans, a man whose life and career had an almost Shakespearean arc.

After leading the Wildcats from the depths of scandal to championship glory, and after an ill-fated three-year run with the Boston Celtics, Pitino stunned many nationally and angered hundreds of thousands across the commonwealth by returning to the college game to coach archrival Louisville.

Nearly 25 years after being hired at Louisville, Pitino appears eager to mend fences with Big Blue Nation — and offer them up some money, too.

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In an appearance Thursday on Kentucky Sports Radio — which was being hosted that day by the hosts of the popular podcast “Pardon My Take” — the legendary coach, now at St. John’s, said he has donated money to Kentucky football’s NIL initiatives and would happily do the same for Mark Pope and the Wildcats’ basketball program as his former player heads into his first season as Kentucky’s coach.

“Well, I actually cut a check to the football program because I’m a casual friend of Mark (Stoops) and Eddie Gran,” Pitino said. “I cut a check to the football program. I would definitely cut a check if Mark (Pope) needs me for anything no matter what it is — except for my first-born, Michael — he can have it.”

The connections to Kentucky extend beyond the basketball and football programs, as Pitino noted later in the interview that he sent a text message to Wildcats baseball coach Nick Mingione, who guided the program to its first-ever College World Series this year, wishing him good luck.

While his relationship with Stoops — whose Kentucky tenure overlapped with Pitino’s stint at Louisville for four years — wasn’t widely known, Pitino’s connections to Pope have been well-established.

He coached Pope from 1993-96, an accomplished run that included a national championship in 1996 with one of the most dominant, star-studded teams in college basketball history. Pitino gave his former center a full-throated endorsement when Pope was named as John Calipari’s successor in April, helping assuage what had been intense public angst over the hiring to that point. At that time, Pitino added that he would donate NIL funds to the program if they needed it.

“I absolutely love Mark (Pope) and would do anything for his program,” Pitino said Thursday. “I always called the University of Kentucky Camelot for me. Never had a bad year, never had a bad day. They treated me like a king.”

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Though Pitino, even during his time at Louisville, has long referred to Kentucky as “Camelot,” he has been much more vocal in recent months about his reverence for the program and his fond memories from his eight seasons in Lexington, from 1989-97.

In a March interview on “Pardon My Take,” Pitino expressed regret for leaving Kentucky in 1997 to become the Celtics’ head coach and president.

“Dick Vitale, every time I speak to him, ‘If you would have stayed at Kentucky, you’d have more wins than any coach,’” Pitino said. “And you think back on that.”

Pitino contrasted his treatment at Kentucky with Louisville, where he coached from 2001-17 and led the Cardinals to their third national championship, but where he was fired from in 2017 after the program was connected to the FBI investigation into corruption in college basketball.

In 2023, Pitino was exonerated by the NCAA’s Independent Accountability Resolution Process, which didn’t directly link him to any of the violations that came with the Cardinals’ recruitment of former five-star prospect Brian Bowen. Still, Pitino said he would only possibly consider returning to Louisville for any kind of banner-raising or ceremony if the university reconciles with former athletic director Tom Jurich, who was also fired in October 2017 in the wake of the FBI probe.

“They treated me with great respect,” Pitino said Thursday of Kentucky. “Obviously, I didn’t get treated great when I was at Louisville, but sitting back on it and examining it today, I totally understand why. So I am very, very fond of the University of Kentucky.”