| Hint | Movie | Year |
| First Movie Role | |
| Plays a Kidnapper | |
| Small role as a drug dealer | |
| Robs an art gallery, dies on a road trip | |
| Filmed in Boston | |
| Lost a lot of weight for this role | |
| Western | |
| Training to sell jewelry | |
| TV mini-series | |
| Plays a mobster | |
| | Hint | Movie | Year |
| 'I Duddits!' | |
| Would you care to dance? | |
| Facing off with Jigsaw | |
| Plays a lieutenant in the navy | |
| Small appearance where he breaks his foot | |
| Tracking down ventriloquists | |
| Dies in this one | |
| With Deniro and Pacino | |
| Detective in South Boston | |
| Fights a giant gorilla | |
|