With Gill, the oldest member, as one of the lead singers (along with Tresvant, who ended up staying with New Edition and delaying the launch of his solo career) on the album Heart Break, the group developed a more mature, adult sound, hitting the charts with songs such as “Can You Stand The Rain”, “N.E. Heartbreak”, “If It Isn’t Love”, and the Gill-led “Boys To Men”.Continuing his role as a romantic balladeer while emerging as a new jack swing star, he released a second self-titled album in 1990, which included the hits “My, My, My”, “Rub You the Right Way”, “Fairweather Friend”, and “Wrap My Body Tight”. In 1991, he was featured in Perri “Pebbles” Reid’s hit single “Always” from the album of the same name, along with Pebbles’ cousin, R&B singer Cherrelle. The single made the R&B Top 20 shortly after its release.[citation needed]
In 1993, Gill released another solo project, Provocative, which included the songs “Quiet Time to Play”, “A Cute, Sweet, Love Addiction”, and the gospel song, “I Know Where I Stand”.
In 1995, Gill also released Let’s Get the Mood Right, which included the title song, “Love In an Elevator”, and “Maybe” – which is considered by many to be one of his greatest vocal performances.[citation needed] In 1996, Johnny reunited with New Edition reunion and recorded Home Again.
In 1997, he collaborated with Gerald Levert and Keith Sweat to form the supergroup LSG (Levert/Sweat/Gill), which yielded the multi- platinum debut album, Levert.Sweat.Gill, and a follow-up album in 2003 titled LSG2.
On September 27, 2008, the days Johnny Gill was back on the road singing on his own he began touring with New Edition bandmates Ralph Tresvant and Bobby Brown in a new group named Heads of State.
In July 2010, Notifi Records, based out of St. Louis, MO, signed Gill to a recording contract. On October 11, 2011- 16 years after recording his last solo album- he released his recent studio album Still Winning.