I've had a CDL as long at it has been a thing. In Arizona we used to have a Chauffeur's License to drive commercial vehichles and when the CDL came to be I got mine and have held it ever since. I have jumped in a race rig from time to time when needed, just to help out. I have to do the DOT physical every other year, but that's it. If I need it I have it. And if I let it go and then need it, it would be a massive pain to get it back.
On the technition front, a guy who is good and hustles makes BIG money. Childhood buddy of mine is a MOPAR Master Tech and when he moved back to Tucson a few years ago the two Dodge Dealers in town fought over him. If you're a Ford Tech and want to work for Tasca, he will pay your moving cost from anywhere in the country to get you to Rhode Island. And most any dealer would do the same.
Fords involvement in the YES (Youth and Education Services) program is all about recruiting Techs, and they have gotten more than 1000 over the last five years. Top students at UTI or UNOH get recruited. But it's like anything else, you gotta put in the effort. If you just show up and expect people to throw money at you you won't be very successful.
Alan