Hello Slimer and
WELCOME TO TRUCKINGBOARDS!!
There are a few things to know before applying to Trucking Companies:
Do you have any speeding tickets, reckless driving convictions, accidents, etc. in the time since your driving experience?
How many jobs have you had since quitting driving?
WHY did you quit driving after two years?
Do you have any other negatives since your last driving experience?
Insurance companies have not changed any except they've become worse since '02 and since Trucking Companies are controlled in who they hire by their insurance carriers, well 'nuff said.
Trucking Companies as well despite what they claim in their qualifications will overlook people for mere trivial things.
Call around, check online BEFORE submitting application information.
No point in filing in apps for no reason.
Best of Luck in your ventures!!