Compared to girls, research shows that boys in the United States are more likely to be diagnosed with a behaviour disorder, prescribed stimulant medications, fail out of school, binge drink, commit a violent crime, and/or take their own lives. The Mask You Live In asks: as a society, how are we failing our boys?
| Actor | Role |
|---|---|
 Michael KimmelHimself | Himself |
| CCaroline HeldmanHerself | Herself |
 Tony PorterHimself | Himself |
| NNadine BurkeHerself | Herself |
| WWilliam PollackHimself | Himself |
| SSteven MasonHimself | Himself |
| LLuis VallejoHimself | Himself |
| AAna MontesHerself | Herself |
| JJoseph MarshallHimself | Himself |
 Philip ZimbardoHimself | Himself |
 Byron HurtHimself | Himself |
 Ashly BurchHerself | Herself |
| JJim SteyerHimself | Himself |
| JJackson KatzHimself | Himself |
| JJames GilliganHimself | Himself |
| JJudy Y. ChuHerself | Herself |