De’Wayne Jackson’s video for “Bike & A Dream” captures two aspects of Jackson we already know — him lamenting on disappointing family, friends, teachers, whoever holds a bit of importance in his life if his rap skills don’t ultimately prove a point to each of them or change their lives. A year ago, he was a high school student with a dream and now thanks to some rather well-timed raps, punchlines and metaphors he’s well on his way.

Jackson’s “Bike & A Dream” video, which premiered on DJBooth is part of his WhoIsHe? mixtape, available now.