 Michael MooreSelf | Self |
| JJim CzarneckiSelf | Self |
| EElaine BlySelf - Random House Media Escort | Self - Random House Media Escort |
| BBrian DanitzSelf | Self |
| RRichard JewellSelf - Innocent Guy | Self - Innocent Guy |
 Bill ClintonSelf (archive footage) | Self (archive footage) |
 Jerry SpringerSelf (archive footage) | Self (archive footage) |
| DDan BurnsHimself - Radio Personality | Himself - Radio Personality |
| CChip CarterHimself - Forbes Campaign | Himself - Forbes Campaign |
| JJoel FeickHimself - Radio Commentator | Himself - Radio Commentator |
| DDoug FranceHimself - Random House Representative | Himself - Random House Representative |
| MMary GielowHerself - Media Escort in Milwaukee | Herself - Media Escort in Milwaukee |
| BBev JacowskiHerself, Johnson Controls representative | Herself, Johnson Controls representative |
| KKevin KeaneHimself - Governor Thompson's Press Secretary | Himself - Governor Thompson's Press Secretary |
 Garrison KeillorHimself | Himself |
| AAndy Crash KellyHimself - Radio Personality | Himself - Radio Personality |
| PPhil KnightHimself - Nike Chairman | Himself - Nike Chairman |
 Tia LessinHerself | Herself |
| DDiane MitchellHerself, Chicago Media | Herself, Chicago Media |
 Rick NielsenHimself - Entertainer | Himself - Entertainer |
| KKeith PetersSelf - Nike Public Relations Director | Self - Nike Public Relations Director |
 Chris SmithSelf | Self |
 Studs TerkelSelf - Author / Radio Host | Self - Author / Radio Host |
| AArmstrong WilliamsSelf - Radio Talk Show Host | Self - Radio Talk Show Host |
 Loretta SanchezSelf (archive footage) | Self (archive footage) |
