IITR Creswell. Best way to quickly get into a Truck Driving career? Is this a bad Idea for a 51 year old guy who's closest experience would be driving a "Deuce and a half" through narrow German towns a lifetime ago in the Army and a short stint driving the biggest Ryder box trucks on a weekly 3 hour route each way in the early 90s? I enjoyed that back then but.... If I still lived in Sunny FL with straight flat driving I probably would have done this by now but must admit snowy, icy, curvy steep roads and Crazy Directions getting lost/stuck etc. worries me a bit. GPS probably helps a lot these days though. Any of you Truckers got into it later in life? Is a decent paying Job almost guaranteed if you finish the School with a CDL? I always said if all else fails, I'd get in to driving trucks. Things are failing on a few fronts at the moment and I gotta make some quick decisions.