[1] Kennedy first came to prominence after winning the amateur competition "Bang Yo'self 2", for which contestants were required to submit video parts to the judges from The Berrics website.
[12] A video narrated by the brand's cofounder, Eric Koston, was then published in March 2014 announcing Kennedy's recruitment to the Fourstar skateboard team.
He was chasing us with his camera; he was always in the way; eating shit; last to the bus; last off the bus; fought nasty; rode the worst board; stole our hats; hung his shit everywhere; never put down the "jam box;" was a "cop magnet;" ruined our grip; ruined our bearings; didn't take skating seriously; thought he was the coolest; bleeding all the time; slammed right on top of me; and we put him on the team anyway.
[13]Alongside professional skateboarders Vincent Alvarez, Stevie Perez, Elijah Berle, and Raven Tershy, Kennedy is a member of the "Trunk Boys" crew.
Fellow professional skateboarder and company owner Guy Mariano explained his perspective in relation to the crew: "Their energy may look really wild, but they are all good kids with solid heads on their shoulders.
I love Vince’s heart, passion and speed, Raven’s transition skills, Eli’s fearlessness, Cory’s natural ability to progress, and Stevie’s style and grace.
"[14] As of April 2014, Kennedy was sponsored professionally by Fourstar, Girl,[15] Royal Trucks, Glassy Sunhaters, Jessup Griptape,[16] Nike SB,[17] and Spitfire.