Rob Thomas was born February 14, 1972, on an Army base in Landstuhl, Germany. His parents divorced, and the ex-Army brat spent most of his childhood in South Carolina and Florida. After dropping out of high school at 17, he bounced around the South singing in pickup rock bands before relocating to Orlando in 1993. There, he helped form the band Tabitha's Secret, a precursor to Matchbox Twenty. Although the group enjoyed some regional success, Thomas eventually left the lineup with bassist Brian Yale and drummer Paul Doucette in tow, and the departing musicians formed Matchbox Twenty with guitarists Adam Gaynor and Kyle Cook. The band's multi-platinum debut, Yourself or Someone Like You, established Matchbox Twenty as a superstar act, but Thomas wasn't individually well known.

That all changed when Thomas co-wrote the chart-topping single "Smooth" for the Carlos Santana album Supernatural. "Smooth" was ubiquitous in 1999, and it made Thomas a star. The track took home three Grammys, including the coveted "Song of the Year" award, and Thomas landed on People's "Most Beautiful People" list. Meanwhile, he also married model Marisol Maldonado. Mad Season (2000) and More Than You Think You Are (2002) continued Matchbox Twenty's success, but after years of touring in support of both records, the bandmembers decided they needed a break, and Thomas used the hiatus to write and record his first solo album. When "Lonely No More" debuted in early 2005, its sleek and funky dance-pop sound was closer to Justin Timberlake than Matchbox, and it helped stir up anticipation for the April release of the chart-topping Something to Be. Rob Thomas returned to the Matchbox Twenty fold several years later, but he also maintained work on his solo material, the second batch of which arrived in 2009 under the title cradlesong.