Richard A. Chaifetz (born August 1953) is an American billionaire[1] businessman, investor, licensed neuropsychologist, and philanthropist with an approximate net worth of $1.4 billion, as of 2024.

[2] He is the founder, chairman, and chief executive officer of Chicago-based ComPsych Corporation, the world's largest provider of employee assistance programs.

[10] During Chaifetz’s second semester of his freshman year of college, his father, with whom he had limited contact, suddenly stopped paying his tuition.

[6][13] Prior to that and immediately after graduation, he opened more than a dozen outpatient and inpatient treating centers serving the general public for the full range of mental health issues.

[5] In 2014, The Chaifetz Group invested in Pixel Press, a St. Louis-based company that allows users to turn drawings into video games.

[7] Additional Chaifetz Group investment holdings include Fooda, Cargo, 15Five, ParkWhiz (now Arrive), Repurpose, Factor 75, BacklotCars and SaveWave Energy.

[11][24] The donation was the lead gift used to build Chaifetz Arena, an $80 million 10,600-seat sports facility which houses the university’s men’s and women’s basketball teams.

[25] In 2017, he was given the Humanitarian Award from the Illinois Holocaust Museum and Education Center, honoring his contribution to society through his business endeavors and his philanthropic activities.

[31] Reportedly, Chaifetz became interested in the franchise due to his longtime friendship with basketball coach and Wisconsin native Rick Majerus, who had been the head coach of the Saint Louis University men’s basketball team in 2007 when Chaifetz donated $12 million to help build the team’s new arena.

[4] Chaifetz was also involved in a bid to acquire an additional unnamed National Basketball Association team, according to the Chicago Tribune in 2012.

[10] In July 2017, it was reported that billionaire Chaifetz had backed out of a bid for MLB's Miami Marlins which included Derek Jeter.

[32] Chaifetz, who was reported to contribute "multiple-hundreds of millions of dollars" to the group's bid, was uncomfortable with Jeter seeking a leadership role with the team while not investing much of his own capital.

The US-based investor group including Redbird Capital, Ryan Reynolds, Michael B. Jordan, Rob McElhenney and others reportedly acquired a 24% interest for $220mm, valuing the team at approximately $900mm.