Singing in the "countrypolitan" style, he had hits with "Goodbye" (1974), "I'm Gettin Good at Missing You (Solitaire)" (1977), "Lonely Street" (1977), "Two Less Lonely People" (1977), "With Love" (1978), "If I Fell in Love With You" (1979), "It's Over" (1980), "Drink it Down, Lady" (1980), "Cup of Tea" (1980, a duet with Margo Smith) and others.[1] He is also the composer and performer of the alternate state anthem of Arizona, entitled "Arizona".
Allen was a regular on The Statler Brothers Show on TNN in the 1990s, and he hosted the spin-off series, Yesteryear.