The documentary story of Madonna's struggling days in New York with her first band "Breakfast Club," leading up to her first solo record deal.
| Actor | Role |
|---|---|
 Jamie AuldMadonna | Madonna |
 Denisa JuhosMadonna's Mother | Madonna's Mother |
 Oscar PavloMadonna's Father | Madonna's Father |
 Jordan LoewensteinNorris Burroughs | Norris Burroughs |
| RRogelio Douglas IIIStephen Bray | Stephen Bray |
 MadonnaSelf (archive footage) | Self (archive footage) |
 Samantha Nicole DunnTeen Madonna | Teen Madonna |
 Michael VardeMike Monahan | Mike Monahan |
| JJohn Paul HarkinsAdam Alter | Adam Alter |