Dae Dae released his first single, “Wat U Mean (Aye, Aye, Aye)” in 2015. He wrote the song while at work, freestyling lines in his head and writing them in his iPhone before calling his producer and recording the song later that day. After signing with 300 Entertainment in 2016, Dae Dae released a mixtape titled 4 Reasons, which features cameos from artists such as Rich Homie Quan. In February 2016, Dae Dae released the single “Spend It”, which was later remixed by Lil Wayne and 2 Chainz. The song was produced by Young Trill Beatz. A music video for "Spend It" was released in November 2016. Dae Dae joined Young Thug's May 2016 Hi-Tunes tour throughout the United States along with TM88 and Rich The Kid. An official remix of "Wat U Mean" featuring Lil Yachty was released in July 2016. Dae Dae's third single "Dej Loaf" was released in August 2016.