Again thing Again...
I believe a key part of Crowns personality is this statement from Crowns golf/business buddy Sandy at the golf course.
After Crown makes a great sandtrap shot to the green, his partner says "Never again never". At which Crown says "I can do it again", where Sandy replies "You're not going to start with this 'again thing' again, are you?"
Spoiler$$
Later in the movie lying in bed Crown plans another heist "I did it once, I can do it again"
What is his motivation for this? My guess is just to prove to himself that his orginal triumph was not just dumb luck.
"This picture of Al Dutcher bothers me."