Our series That Was a Hit?!? is all about improbable chart success -- generally, of a single song that unexpectedly rose to the top. Today, music writer Chris Molanphy joins us to talk about trumpeter Herb Alpert, whose entire career full of surprises.

The incredibly successful musician and record label founder ruled the 1960's with five No. 1 albums -- second only to The Beatles. By the end of the '70s, Alpert had scored two No. 1 hits on the Billboard Top 20: "This Guy's In Love With You" (with the Tijuana Brass) and "Rise."