re: Update: Coolest job

Work as many jobs as you can to get experience in many fields, not about making money now. Work jobs that teach you something about major trades that not many people will do but will pay good money to have it done. Saves you money down the road. Working retail teaches you customer service and markup, but that's about it. Bar tending/waiter teaches you customer service and pharmaceuticals.

Construction: work on your future house or helping future employer fix office.
Automotive: fix your on ride or employer's minute care troubles.
Agriculture/Landscaping: you'll be able to repair anything, take care of your lawn.

Also will teach you what nasty, scorching arse hot work is and how much you'll appreciate a good career down the road