I don't know if this is supposed to be a sad story but I find it rather funny.

First, he stakes all he has on a girl who is just flirting with him; then gets arrested for a crime he didn't commit and finally get a break up call (she couldn't even tell him in person).

At the end of the day, seems the arrest was a good thing after all. Even the breakup absolves him of any guilt he could have felt on bringing her on the trip. I believe he wanted to say "Good riddance"

However, my conspiratorial mind couldn't help but wonder if it wasn't a grand scheme (by Sarah, I mean).

PS: Do we get a sequel? I really want to know how Jason clears himself of the charges.