Over the weekend, my mother, who was a big fan of Jack's radio show, told me that Phil Harris had said during a Larry King interview that his biggest professional regret was turning down the role of Professor Harold Hill in Meredith Wilson's The Music Man. I had never heard before that Phil was considered for this role. But it made sense since I had read that Phil was good friends with Meredith Wilson and Phil would have seemed a more natural fit for the role than Robert Preston who wasn't known as a musical performer.
I found more details about this on the Turner Classic Movies website. Not only was Phil considered for the role, the role was specifically written for him. It would have been hard to top Robert Preston, but I think Phil would have been just as great in his own way. It's a shame Phil turned down this role of a lifetime.
According to the website (http://alt.tcm.turner.com/SPECIAL_THEME/01/02/cons.htm):
Nobody thought Meredith Wilson could turn out a hit musical back in 1949 when he started working on a story inspired by his Iowa childhood and the time he spent playing piccolo for John Philip Sousa. He'd never written a musical before, just incidental numbers for Broadway, film and radio, and the background score for Charles Chaplin's The Great Dictator (1940). His original producers dropped him as work dragged on over eight years. But his mentor, songwriter Frank Loesser, stuck by him and ended up producing The Music Man, one of Broadway's biggest hits of the '50s.
Leading man Robert Preston went into the project an underdog, too. He had been the perennial second lead in Hollywood during the '40s, usually dying before the final reel. In the '50s, as the studios were cutting back production, he moved to the stage, where he had enjoyed a few modest hits. But he had never done a musical before. Nor was he first choice to play Harold Hill, the musical con artist. Wilson had written the role for his friend, bandleader Phil Harris, but Harris had decided not to risk the move to Broadway. Then it was offered to and rejected by Gene Kelly, Danny Kaye and Ray Bolger before they settled for the perfect man for the part, Preston.