In 1988, Overstreet signed to RCA Nashville as a solo artist. His second solo album, "Sowin' Love", accounted for five straight Top 10 hits on the country charts: "Love Helps Those", the title track, "All the Fun", "Seein' My Father in Me" and "Richest Man on Earth." His second album, 1990's "Heroes", produced his only solo Number One in its lead-off single "Daddy's Come Around", which was followed by the Top Tens "Heroes" and "Ball and Chain". However, his chart success soon waned, with "If I Could Bottle This Up" peaking at No. 30 and "Billy Can't Read" falling short of Top 40. A third RCA album, "Love Is Strong", produced the No. 22 "Me and My Baby" and two more singles which missed the Top 40. Also, the song "There But for the Grace of God Go I" won a Dove Award for Country Recorded Song of the Year at the 24th GMA Dove Awards in 1993. Three years later, Overstreet released his first album for Scarlet Moon Records, "Time". It produced his last single to enter the country charts, "We've Got to Keep on Meeting Like This," which peaked at No. 73.