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Detroit's Cadillac Dale Secures His First No. 1 Nearly 3 Decades After Getting His Start In The Music Business Thanks To Jack Harlow's Sample

On Nov. 27, Jack Harlow’s “Lovin on Me” secured the top spot on Billboard’s Hot 100, according to Billboard. While the record is the Kentucky rapper’s third No.1, the announcement also marked a win for another musician.

Ngozi Nwanji

Nov 30, 2023

Jack Harlow Says He 'Lost A Lot Of Money' During Kentucky Derby — 'I Just Told Drake I Would Bet What He Bet'

Jack Harlow tried to keep up with Drake and his betting at the Kentucky Derby — and it didn’t work out so well for him. HipHopDX reported that the two rappers — who collaborated on Harlow’s sophomore album on a song called, interestingly, “Churchill Downs” — went to the famous horse race earlier this month. And Harlow, being who he is, decided he’d try to keep up with the 6 God and his various bets. Unfortunately, however, Harlow found out — the hard way — that Champagne Papi is in a class all by himself. “I did, I lost a lot of money,” Harlow said. “I just told Drake I would bet what he bet, so I copied him.”   View this post on Instagram   A post shared by Jack Harlow (@jackharlow) Despite losing his proverbial shirt, it seemed like Harlow had a good time at the horse race while hanging out with one of the smoothest rappers in the game. He even credited Drake as being one of his Hip-Hop idols growing up. “Drake is one of the people who literally taught me how to rap; him, Wayne,...