Taylor Bennett

On January 18, 2017, Bennett came out as bisexual on his Twitter account before his 21st birthday.

In 2015, Bennett released mixtape "Broad Shoulders". It features artists such as Logan Parks, Talia Stewart and Jordan Bratton, most of whom are native Chicagoans. This was also his first full album without any elements sampled from preexisting songs. In July 2018, Bennett released a single titled "Rock n Roll" along with the video from his upcoming EP, "Be Yourself".

In 2014, Bennett and Jake Kalmin, his manager at the time, were charged with assaulted battery for allegedly severely injuring a teenage Columbia College Chicago student at a party. They beat the victim badly after he stepped on Bennett's shoe.

Bennett's brother preferred that he build his own fanbase before he began working with and promoting him. Chance believed this was an important step in his development as an artist. Bennett finally started selling out shows at local venues such as Reggie's and even opened for his idol Nas at a Lollapalooza after party in 2014. Following his success, he and his brother released a track "Broad Shoulders", which is also the title track of one of his most recent mixtapes.

On October 17, 2014, an article was released from dnainfo reported that Bennett was involved in an altercation at a house party in his native city of Chicago that left his victim with major head trauma. The article states that Bennett and his friend attacked the victim after the victim stepped on Bennett's shoes. The incident was captured on video by attendees at the party, who would identify Bennett on social media. Bennett would turn himself in and be released on a $75,000 bond.

Taylor Matthew Bennett (born January 19, 1996) is an American rapper. He released an album titled Broad Shoulders featuring artists such as Donnie Trumpet, King Louie, and his older brother Chance the Rapper. He is from the West Chatham neighborhood of Chicago, Illinois.