Title.
A troubled Chicago banker who struggles to get by every day due to his traumatic past steals little amount of money from the people who tormented him when he was younger, but seeing his own wealth grow he starts to steal from others.
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This sounds messy.
What is the inciting incident? Where does the story start? Why now?
Why would we be interested or even like this stealing banker? Because he was bullied in the past?
This stealing, how long is it going on for?? Then, is he just going to continue doing his banking business? It is open-ended and not particularly interesting.
It sounds like not just the logline leaves room for improvement, the story itself is not focused.
Back to the drawing board!