Mr. Hall,
Congratulations on finding your own bootstraps. Trucking like all walks of life refflects the choices which you make.
I reccomend that you do what you have to do to get your CDL. Work to come out near or at the top of your class so that you will have the best choices available to you of the top companies who have the best reputations in treating their drivers well. Find within one of those companies a driver to learn from who has the reputation for on time loads, top of the fuel mileage ranks, and knows the ropes in keeping their equipment in top shape. Team with them if you can. Do so as long as you can. Learn from them everything they are willing to share. When you have a minimum of a year under your belt, two is better, then make some choices which reflect the quallity of the best you have learned from school and a good mentor. That first two years with a clean slate, working steadilly with a good driver will pay off a life long string of dividends. A good first two years will insure you have the best choices available to you in making decisions as to whether you wish to go solo, work as a company driver, or try your hand as a Owner operator in one of the better Owner Operator lease programs out there. Here is a link for you, which, if you learn every thing it offers in this little PDF file you will become one of truckings top ten percenters. http://www.kenworth.com.au/kenworth/pdf/Cummins_Fuel_Economy_Guide.pdf
There is a very small company just south of you which has one of the top trainers in the industry and if you could be so fortunate, and tenacious as to go to work and be trained by them, would put you in truckings top 1 percent of drivers. They haul only hot loads demanding ontime and consistency from their drivers. Just post to the Shepherd when you are ready and I will give you contact information.