After Five disbanded in late 2001, Conlon began been pursuing a solo career as an R&B, jazz and soul singer and pianist in the cafés of London, and was signed to a recording contract. It was this that made him decide not to be part of Five’s ultimately unsuccessful comeback in 2006. He ultimately became the second group member to sign a solo recording deal, with Sony, and began work on a new album. Soon after work on the album had begun however, he was dropped by the label.

Conlon co-wrote the Boyzone song “Let Your Wall Fall Down” for their fourth studio album Brother, released in 2011.

In March 2012, Conlon auditioned for the first series of The Voice UK, but he did not make it through to the next round as no coach chose him. Following this, Conlon reunited with his former bandmates to discuss the possibility of a second reunion. In October, it was announced that Five were reuniting for a second time, and that Conlon would be taking part this time.

In Five’s earlier days, Conlon was briefly engaged to dancer Suzanne Mole, who toured with the group. He is with his current wife, who prefers to remain anonymous. On 15 January 2014, it was announced that they were expecting their first child “any time soon”. The following week, they welcomed their first child, a daughter.