I would apply to landstar. Or Mercer and do flat. If you have like 15k in credit card purchasing power I would go ahead and buy it and try it. Worse case is you end up being a company driver and make what you make now, but with more debt.
Man this thread is on fire ... very good and useful info here. I just picked up a 2008 Freightliner cascadia with 700k miles on it 12k down payment, 38k purchase price. Inframe was done in September, there's new tires, brakes, compressor... I have about 9k in credit card reserves and 3k cash for any issues that may come up. I am leased on to a carrier based out of Illinois also and they pay 90% of the load. I live in Florida. This truck is in pretty good condition so the way I look at it is if I can run 2 straight months with no major issues other than pm's I have a pretty good chance of success. I still feel it's sort of a gamble but scared money don't make money
Congrats Bro. The only thing I am waiting on to hit the road is the PrePass. Make sure you sign up for yours the second you get your truck registered