Continuity mistake: When Ben and Matt are sitting at the construction site drinking a beer, Ben takes a sip of his beer with his right hand in a close up. The next shot shows him holding the beer in his left hand, flicking a cigarette with his right. (01:43:55)
Visible crew/equipment: When Chuckie and his friends show to Will his new car towards the end of the movie, a boom microphone is reflected on the rear window and also on the rearview mirror's steel cladding moving backwards when Matt Damon steps on forward.
Chosen answer: Will is not wasting his potential. Sean knows that Will has overcome many of his emotional difficulties and with his exceptional abilities, there will be many other job opportunities, regardless of where he lives. Sean believes it is far more important for Will to pursue a lasting relationship with a woman for the first time in his life.
raywest ★
Will had multiple job offers - someone of his intelligence could pick up any job he wanted hence he wasn't disappointed.