Early Life
Bobby Caldwell was born in Manhattan to Bob and Carolyn Caldwell, the hosts of Suppertime, an early television variety show. Living in Memphis and, chiefly, Miami (which he has called an influential "dumping ground" for all kinds of music), he took up piano and guitar as a preteen. Forming his own band at 17, he took the group on the road, later recording an album entitled Kathmandu.
Caldwell's first performances were more rock-oriented than the bulk of his career would indicate; early dates had him playing Jimi Hendrix and Cream covers in small clubs.
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“... business training in early life should not be regarded solely as insurance against destitution in the case of an emergency. For from business experience women can gain, too, knowledge of the world and of human beings, which should be of immeasurable value to their marriage careers. Self-discipline, co-operation, adaptability, efficiency, economic management,—if she learns these in her business life she is liable for many less heartbreaks and disappointments in her married life.”
—Hortense Odlum (1892–?)