Early approval from Timbaland and Drake boosted the career of Bryson Tiller, a contemporary R&B singer-songwriter. Tiller, who hails from Louisville, Kentucky, has described himself as a "trap soul" artist who also raps.

Tiller made waves with SoundCloud uploads like "Don't," "Break Bread," "Let 'Em Know," and "Sorry Not Sorry." "Don't," a sparse ballad, was given an official release in May 2015. Around the same time, Tiller was featured on Kam Wil's "I Want You" and Tyrant's "Lime Light.

" While social media activities fueled speculation regarding Tiller's affiliation with Drake's OVO Sound label, the artist opted to sign with major-label RCA, home to Tinashe and Miguel. T R A P S O U L, his debut album, was released in October 2015.

In March 2016, Tiller received the key to Louisville from the city's mayor. His second studio album, True to Self, which debuted at #1 on the Billboard 200, was released in May 2017. In the same year, he won two BET Awards for Best New Artist and Best Male R&B/Pop Artist.

Also in 2017, he was also featured alongside Rihanna on the hit single "Wild Thoughts" by DJ Khaled. In November 2019, his song "Could've Been" was nominated for the Grammy for Best R&B Performance in the 62nd Grammy Awards.