The choice of Hamilton might have been motivated by FFC's intent to portray a sharp contrast between the world of crime (and its earthy inhabitants) which Michael was trying to leave behind and the legitimate world in which he was trying to immerse himself. Hamilton (despite the tan) was the lilly-white, anglo superman that often times represents the business world.

"Generosity. That was my first mistake."
"Experience must be our only guide; reason may mislead us."
"Instagram is Twitter for people who can't read."