Mr. Crosby began his education at Kemper Military School before transferring to what is now the College of Business in 1939. He was captain of the MU track team and established a Big Six record in the quarter mile. He also was president of Sigma Chi fraternity and a member of Beta Gamma Sigma honor society. Mr. Crosby left MU in 1941 to join the U.S. military effort. For his service as a submarine officer, he received several awards, including the Bronze Star.
Mr. Crosby served as a member of the dean's advisory board and key alumni committees for what was then known as the College of Business and Public Administration, which awarded him a Citation of Merit in 1969. In 1977, he received the Significant Sig award presented to individuals who have brought honor and prestige to the Sigma Chi fraternity. In recognition of his accomplishments and his contributions to the university, MU presented Mr. Crosby with an honorary doctorate in May 2000, only the eleventh such honor bestowed on College of Business alumni in 100 years. He was most recently a member of the College of Business' Strategic Development Board.
Mr. Crosby's spouse, Chessie, attended college at Rosemary Hall in Greenwich, Connecticut. She is a retired developer who served as vice president of Sugar Mountain Company in Banner Elk, North Carolina and resides in Fort Myers, Florida.
In May 2002, Mr. and Mrs. Crosby made a gift of $10 million in support of the MU MBA program. In recognition of the largest gift in support of an academic program at MU, Mr. Crosby’s name has been placed on the college’s MBA program.