RV/5th wheel delivery

I've looked at the IL statute and it is exactly the same as FL and Fed statute. If the GVWR of the combined truck/trailer is less than 26K lbs no CDL is required. I think I have found the problem on further research:
Most dually trucks have a GVWR of 11K-13K and nearly all 3 car haulers and most 2 car haulers have a GVWR of at least 16K lbs, thus when you combine them (even though the actual weight is below 26K), they have a combined GVWR of 26K+. If you use a smaller trailer (2X7K axle = 14K GVWR) trailer, you don't need the dually to haul it, but if you go to a lighter GVWR truck (250/2500) with a GVWR of 8K-9K, then you can't haul the 16K+ trailers. So i guess it comes down to this: I can drive a 250/2500 and a two car 14K trailer and not get the CDL or I can go through the hassle and expense of redoing the sleep study to prove that my Obstructive Sleep Apnea went away after I hade my Liver Transplant. My insurance will not cover a re-do of the sleep study, as it is not "medically necessary". I guess if I'm going to pay a couple grand for a CDL, I might as well pay a grand or so to re-do the sleep study. If I do all this, I might as well just get a regualr truck driving gig. Then the problem is, who hires new graduates that gets you decent hometime in Jacksonville and doesn't treat you like garbage? I've heard bad things about CR England, Covenant and Swift. Star WAS supposedly god, but got bought by Covenant and is supposedly going downhill fast. The only other one that hires new drivers that has any kind of hometime in JAX is Cypress. I've heard they are not bad as a company, but that their equipment is dangerous junk. What's a guy to do. I would rather do anything other than sit for another bar exam. My Mi law license lapsed 4 years ago and if I take FL it won't be until next July, I won't get the result until next Dec and then I'm left trying to find a job with a firm at age 52. Now I know that those who have never been inside the legal profession think it's glamourous and pays great, but that's not true when you are new. You work 80 hours a week for $30K/yr doing research in the law library for 12-15 years, before you are promoted to Jr Partner and work 80 hours a week for $60K/yr kissing butts for 12-15 years then make Sr partner and make big money not doing much. If you do the math, they will NEVER promote a 65-70 yr old to JR Partner with the idea they will make him a senior partner at age 80-90. What they do is tell you that you will advance, put you in basement researching for $30k/yr, 7 days a week from 6am-10pm (sunday you can come in at 10am and leave at 8pm) and forget about you until you die. I love the open road and want to have some degree of freedom.