You've got to be in it to win it. Florida native Kaiydo is dreaming of winning the lottery but is still waking up dead broke, so he's telling his story in the best way possible. "I remember getting hit up by a major label for the first time," he said to Mass Appeal. "That's always the dream you hear about growing up. "The big record deal" kinda gives you the feeling of hitting the lottery for a split second."