Rapper Kanye West’s Relationship With Big Sean and John Legend Throughout The Years

It looks like all is NOT G.O.O.D. with Kanye West, Big Sean, and John Legend. Kanye West recently appeared on Drink Champs for a much-anticipated sitdown recently, and the rapper did not hold back. If you know anything about Kanye West, he’s going to speak his mind regardless of the pushback or backlash. When asked about his feelings about his former artists/affiliates, Kanye West shared laid his regrets at the Drink Champs altar.

The relationship between Kanye West and Big Sean as well as John Legend always appeared to be a brotherly one. From various collaborations and performances to speaking highly of/defending one another, it was all seemingly good… until it wasn’t.

Big Sean’s dreams came true after he took a leap and approached Kanye while he was exiting a Detroit radio station. In a 2009 interview with MTV, the “IDFWU” rapper recalled making around $100 a week from a telemarketing job at the time he was notified that Kanye West was at a local radio station. An eager Big Sean raced down to the station in order to hopefully perform for him. After being initially denied, Sean’s impressive rap skills, compelling voice, and clever melodic approach impressed Kanye to stop and pay attention. Two years later in 2007, Big Sean was signed to G.O.O.D. Music.

John Legend, born John Stephens, had been writing and producing his own music and performing shows locally before being introduced to Kanye West in 2001. Their working relationship quickly transformed to Legend being signed to Ye’s label.

It would be years later that both John Legend and Big Sean were revealed to be off of Kanye’s label. In 2016, Legend released his fifth studio album Darkness And Light, which also fulfilled his contractual obligations with G.O.O.D. Music. Big Sean just recently released his latest project, an EP entitled What You Expect. With the album’s drop, he also revealed that it was the first project of his that was released independently.

If you recall, Kanye West made claims in 2020 that he would commit to giving his artists back the 50% share that he owned of their masters. The news excited Big Sean, who thanked Ye publicly, stating that it would help immensely. No word as to whether Ye has made good on his promise.

As it pertains to their relationships, John Legend has been open in his love for Kanye West and the family but has equally criticized him for his praise and support for Donald Trump. Big Sean also recently stated that although he is no longer affiliated with the label, there is still a “forever brotherhood” there. “But business-wise, I had to start getting a bigger cut! I worked my way out that deal,” Big Sean tweeted.

If you were to ask Kanye West where they stand, however, the sentiment is vastly different. While on Drink Champs, Ye had some pretty harsh words to describe how he felt about both Big Sean and John Legend. Ye was asked who he would choose between Pusha T and Big Sean, and his response was to grab a fake grave (more likely a leftover Halloween decoration), He then shared the decision he has made “that when I die, on my tombstone it’s gonna say, ‘I deserve to be here I signed Big Sean.'”

An obviously confused Nore seeks clarification from Kanye, who then doubles down on his sentiment. “The worst thing that I’ve ever done is sign Big Sean,” Kanye West declared. He further explains that he both met Big Sean’s mother and “changed the man’s family,” but felt slighted especially during his run for the office of the President of the United States in 2020.

Adding John Legend into the mix, Kanye continues. “Both John Legend and Big Sean, when I ran for office, got used quick by the Democrats to come at they boy that actually changed they life. And that’s some sellout [stuff],” he states. “And I don’t rock with neither of them and I need my apology. I ain’t saying they ain’t gon’ change, but [they’re] scared.”

Big Sean happened to catch wind of his former label head’s commentary along with the rest of the world and was apparently taken aback. According to the rapper, he had just been around Kanye West and was not told any of his feelings towards Big Sean. Along with two alleged recent photos with West, Big Sean tweeted, “And this was after the interview! I’m dying laughing at you [Kanye West]!”

About John Davidson

John Davidson is a California native who enjoys hip hop music, skiing and traveling international. Davidson graduated from USC majoring in Journalism.

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