![]() In the meantime, the group's 1987 holiday album It Feels Like Christmas was still being reissued into the streaming era, 2000's Greatest Movie Hits updated their repertoire, and New Directions 2010 refreshed some of their favorite tunes in the studio with Les Brown, Jr. The group's appeal lasted for many decades beyond this initial commercial success, however, with founding member Tony Butala active in the Lettermen until his semi-retirement in 2019. During their peak, the trio enjoyed a run of over two dozen consecutive releases on the Billboard 200, from their 1962 debut LP A Song for Young Love, which hit a career-high number six, to 1972's Lettermen 1. ![]() Not only was their Capitol Records debut, 1961's "The Way You Look Tonight," a Top 20 hit, it was their first of 20 appearances on the Billboard Hot 100 that also included the Top Ten singles "When I Fall in Love" (1961) and "Goin' out of My Head/Can't Take My Eyes off You" (1967). The gentle melodies, light arrangements, and romantic heart of the Lettermen's close-harmony pop songs made them quite a successful group during the 1960s, when changing styles and tastes left many older listeners feeling a bit left behind in the music world.
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