Easily. This is Michigan, if you're not over 6 feet tall, expect to do a lot of looking up to talk to people.
EDIT- BO, I'll find you some vids tomorrow.
There is only one potential problem with that plan: What if his manager doesn't have a daughter? I mean the way Luna described his situation, I wouldn't be surprised if his manager was single.
Your option is more logical; my option is more satisfying.
EDIT- BEST IDEA EVER: Follow Proto's option until you find another job, then follow my idea.
If I had a boss that bad, I would probably tell him to go eat a dick and walk out, and it would be extremely difficult for me to resist punching him out.
Well, it takes FAR LESS than a year to learn the game (or most games), so the range of possibilities stated in your post would cover too wide of a range to make a comparable example.