Truths About Bryson Tiller’s Rise to Music Stardom, Children and Baby Mama

R&B singer and songwriter, Bryson Tiller took the world of show business by storm in 2015 after he dished out his career debut single titled “Don’t”. The song straightway earned the talented rapper BET Awards’ Best New Artist and Best Male R&B/Pop Artist. In no time, the single also went on to garner over 40 million YouTube views, automatically shooting Tiller straight to the spotlight of the music industry. Notable for his blend of trap and hip-hop, Bryson’s rise to fame was not such a smooth journey as it sounds in the above few sentences. Let’s get down to knowing exactly how he succeeded in making it big as well as what his personal life looks like.

A Ride Through Bryson Tiller’s Music Career

Born on January 2, 1993, in Louisville, Kentucky and raised by their grandmother (after losing his mum at 4), Bryson Djuan Tiller fell in love with music from an early age. By the time he clocked 15, Tiller was already recording his own songs and raps. At the time, he attended the Iroquois High School in southwestern Louisville. Bryson later launched his music career in 2011 at the age of 18 with the release of a 21-track mixtape titled, Killer Instinct Vol.1.

However, with life coming very fast at him, Tiller needed to provide for his family so he dropped out of school to get a full-time job at the popular Papa Johns pizza restaurant and subsequently at package delivery company, UPS. He, nevertheless, continued to do music from his living room with the hopes of at least becoming a songwriter while drawing his biggest inspiration from songwriter-turned musician, The Dream.

Bryson later moved to Miami to continue chasing his dreams of becoming a singer. In Miami, Tiller went through hard times while trying to find his feet in the music industry. The rapper once revealed that he had to sleep in his car most of the nights.

Tiller’s Career Breakthrough and Rise To Fame

Bryson Tiller eventually took his career-defining and life-changing move in October 2014 when he uploaded “Don’t” to his SoundCloud account. Fortunately, the track received huge online shares, causing various record labels and producers to take notice of it. Music executives also began clamoring for his signature and Tiller settled for RCA.

Don’t‘s high reception prompted Tiller to officially release the song as the lead single to his debut album titled Trapsoul which he later released in October 2015. Upon its release, the album went straight to #11 on the US Billboard 200 chart, peaking at the #8 spot. The second single from the album, “Exchange” which peaked at #26 on the Billboard Hot 100 received a Grammy nomination while the third single, “Sorry Not Sorry” peaked at number 67.

More success unfolded for the young superstar as he began appearing on a lot of other artists’ records. He most notably featured on Dj Khaled’s “Wild Thoughts” alongside Rihanna. On May 26, 2017, Tiller released his second album titled True to Self. The album debuted at #1 on the Billboard 200, becoming the singer’s first number 1 album.

Bryson Tiller caught the attention of Louisville Mayor, Greg Fischer who honored him with the key to the city as well as naming March 12 “Bryson Tiller Day” in Lousiville. He also landed a spot on Forbes’ 2017 30 Under 30 list of musicians. In 2019, Tiller received an MTV Awards’ Best R&B Song nomination for his collaboration with H.E.R on her song, “Could’ve Been”. The rapper recently dropped two new singles, “Patient” and “Blame”, possibly from his soon-to-be-released third album.

How Many Children Does Bryson Tiller Have, and Who Are They?

Harley and Kelly

As of 2020, Bryson Tiller has two daughters, namely: Harley Loraine Tiller and Kelly Jade Tiller. Bryson had his first child and daughter, Harley on July 29, 2013, with his then-girlfriend, Markea Bivens.

In December 2019, he had Kelly Jade with his current girlfriend, Kendra Bailey. The duo announced they were expecting Kelly earlier in September.

Bryson is fond of gushing about his kids on social media. He often shares their photos with his over 4.5 million Instagram followers.

Bryson Tiller’s Girlfriend and Baby Mama

image source Bryson with girlfriend, Kendra

Bryson Tiller had a longterm relationship with Markea Bivens. Tiller once revealed that it was his relationship with Bivens that inspired his fame-making track, “Don’t”. The duo who were no longer together as at June 2016, never took their relationship any step further – they never engaged nor married. Nevertheless, the former lovers appear to maintain a civil relationship as they can be seen co-parenting their young daughter, Harley.

His latest girlfriend, Kendra Baily is an American fashion model and YouTube star, precisely from Minnesota and the duo began dating sometime in 2018. Kendra was born on October 14, 1997; she has over 32k subscribers on her self-named YouTube channel where she often posts vlogs on makeup, hair, skin, and other beauty care tips, among other topics. She is also popular on Instagram where she has over 450k followers. Some of the magazines Bailey has featured in include Celeb Buzz, Hype Fresh, and Hot New Hip Hop.


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