After signing the deal, she released her second official mixtape, called Sell Sole. In October 2014, she signed a major record deal to Columbia Records.
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Canadian hip hop recording artist Drake quoted lyrics from the song in his Instagram post. In July 2014, she released her track, called " Try Me" (produced by DDS), as a single, which earned her viral popularity. She was later signed to his indie record label, called IBGM (I Been Gettin' Money) under his management team. That mixtape attracted the attention of a fellow Detroit-native rapper SAYITAINTTONE. In 2013, she released her first official mixtape, Just Do It. Her stage name is a portmanteau of a shortened version of her first name, "Deja", and "loafer", as she took a keen interest in Air Jordans when growing up. In 2011, Dej Loaf began her career as a hip hop artist. She then attended Saginaw Valley State University and studied nursing for three semesters before deciding to focus full-time on her music career. In 2009, she graduated from Southeastern High School in Detroit, playing basketball at the junior varsity level. A self-described "good kid and a decent student" who mostly kept to herself, she began writing her own original music at the age of 9. Her father was killed when she was four years old.
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As a child, she often listened to music with her parents and grandmother, including 2Pac, Rakim and Miles Davis. Deja Trimble was raised on the East side of Detroit, Michigan.