Hey gang, I took all of the advice you generously donated and tried to apply it. Here's the direction I'm headed in. There are some tweaks to make—I don't care for the tie. It looks particularly bad in color...and I did a rough color comp for the heck of it.
Here's the character description in case you're curious...
used car salesman boss.
A cruel, moody ,high strung, dishonest man.
Wears a cheep button down shirt with a vest or sportscoat and a greecey tank top underneath and a tie that doesn't fit.
Middle aged, White male Negative attitude towards life.
Stocky Build around 5'4".
A patch over one eye and missing a finger due to an angry employee biting it off.
A large round head with deep set eyes and sunburned skin.
receding hairline with a pony tail.
mouth with yellow stained teeth.