The story of a man that earned his place as an innovator, motivator and legend in skateboarding that now creates inspiration and opportunity for a new generation. Cole's progression from humble neighborhood beginnings to the world of elite street skateboarding is revealed through recently discovered archival footage, presenting a skater that went on to achieve the highest amount of skate contest wins, a list of defining video parts, being twice selected as Thrasher magazine's Skater of the Year, back-to-back X-Games gold medals, and becoming the 2013 Street League Super Crown World Champion
| Actor | Role |
|---|---|
 Chris ColeSelf | Self |
 Tony HawkSelf | Self |
 Bam MargeraSelf | Self |
 Rodney MullenSelf | Self |
 Sean MaltoSelf | Self |
 Ishod WairSelf | Self |
| EEdmund BaconSelf (archive footage) | Self (archive footage) |
 Nyjah HustonSelf | Self |
 Guy MarianoSelf | Self |
| MMichael NutterSelf | Self |
 Chaz OrtizSelf | Self |
 Edward RendellSelf | Self |
| JJesse RendellSelf | Self |
 Stevie WilliamsSelf | Self |
 Tom AstaSelf | Self |
 Paul RodriguezSelf | Self |
 Jamie ThomasSelf | Self |