Bring on the tough stuff. There’s not just one right answer.
- What do you think is the biggest obstacle in Will's life? Why?
- What lessons does Sean Maguire learn from Will? How does he act on these lessons?
- How does Gerald Lambeau develop as a character in this movie? Does he change at all? Why or why not?
- Do Will's Southie friends understand how gifted he is? If so, how do we know this?
- How does Chuckie respond when he realizes Will wants to work construction for the rest of his life? Is his response fair? Why or why not?
- Briefly describe Sean Maguire's relationship with Professor Lambeau. Are they friends, enemies, or frenemies?
- Where does Will go at the end of the movie? What does it tells us about his personal growth?
- What is the biggest lesson Will needs to learn if he's going to live a fulfilling life? Do you think he learns it?
- How do you think things will end up for Will and Skylar? Why?