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Harry Crosby (businessman)

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Adapted from the English Wikipedia article Harry Crosby (businessman), available under CC BY-SA 4.0Updated 11 August 2025
Harry Lillis Crosby III
Born (1958-08-08) August 8, 1958 (age 68)
Los Angeles, California, U.S.
Occupation(s)Investment banker, former actor
Years active1965–1984 (acting)
Known forInvestment banking career, former acting roles

Harry Lillis Crosby III (born August 8, 1958) is a U.S.-based investment banking professional and former actor, recognized as the fifth son and namesake of legendary entertainer Bing Crosby.

Personal life

Crosby was born at Hollywood Presbyterian Medical Center in Los Angeles. He is Bing Crosby's fifth son and the eldest child from Bing’s second marriage to actress Kathryn Crosby. His siblings include Mary Crosby and Nathaniel Crosby, while he is half-brother to Gary, Dennis Crosby, Phillip Crosby, and Lindsay Crosby. Additionally, he is the nephew of both Bob Crosby and Larry Crosby.

Since 1985, Crosby has been active in investment banking and currently holds a partnership at Cranemere. His educational background includes studies at the London Academy of Music and Dramatic Art from 1977 to 1980, followed by an MBA earned at the Gabelli School of Business at Fordham University.

Investment banking and private equity

Crosby launched his financial career at Lehman Brothers in 1987, progressing through roles from associate to director.

In 1993, he assumed the role of managing director within the Credit Suisse Financial Sponsors Group, where he developed significant industry connections. Subsequently, he led as group head and managing director for North America Financial Sponsors Group at Merrill Lynch, overseeing clients such as KKR, Carlyle, and Bain.

Joining Snow Phipps in 2005 as a general partner, Crosby focused on private equity investments emphasizing leveraged buyouts, build-ups, recapitalizations, restructuring efforts, and growth equity in small to mid-sized enterprises. He contributed to the transaction involving Excel Mining Systems' sale to Orica valued near $670 million.

By 2012, Crosby became a general partner at Cranemere, directing investments in middle-market private firms across North America, Germany, and Austria. He has also held board positions for companies including Excel Mining Systems.

Philanthropy

Crosby has engaged with philanthropic organizations such as the Monterey Peninsula Foundation, which supports initiatives in education, healthcare, human services, arts, community development, and environmental conservation.

A trained musician himself, he is actively involved as a fundraiser and board member of Jazz at Lincoln Center, a prominent non-profit performing arts organization located in Manhattan. His collaborations have included work alongside notable jazz artist and artistic director Wynton Marsalis.

Film and television

Prior to his finance career, Crosby gained early exposure to show business by performing with his family on Christmas TV specials between 1965 and 1977 and appearing at the London Palladium during 1976–1977. His acting credits include appearances in The Hollywood Palace, Friday the 13th, Riding for the Pony Express, and The Private History of a Campaign That Failed.

Filmography

Film
Year Title Role Notes
1980 Friday the 13th Bill
1981 The Private History of a Campaign That Failed Cpl. Ed Stevens TV movie
1989 Hollow Venus: Diary of a Go-Go Dancer Cute Rocker
2006 Going to Pieces: The Rise and Fall of the Slasher Film Himself Documentary; archive footage
2023 Midnight Bloodshed Bill Archive footage
Television
Year Title Role Notes
1966–1968 The Hollywood Palace Himself (singer) Appeared in three episodes
1970–1978 Various Bing Crosby Christmas Specials Himself Multiple television specials
1980 Riding for the Pony Express Albie Foreman TV pilot episode
1984 Double Trouble Steven Episode titled "Heartache"