Vice President -
How did we miss this, guys?
I'd go for " How could we overlook this /fail to see it?"
V.P. - Move on the younger brother. Do it preemptively before anything rises up,
bites any of us in the ass. (2.What does this sentence mean?)
"gives any of us grief/causes major problems for any of us"
S - You know you're gonna get killed in here, right? If you're not careful.
M - I'll make you a bet. When I get out of here, alive, I'll take you to dinner. Lunch? Cup of coffee?
S - Michael, this, um...
this charm act could be exactly what's getting you into trouble out in the yard. Lean forward.
I imagine he is referring to a game of basketball he played outside the prison building in the yard where prisoners are allowed some fresh air every day( depending on how they behave?)
hope this helps.