Do Any Lease On Companies Take New CDL O/O's?

Hi guys,

I'm looking for some serious guidance here! I've driven CDL B and I've owned heavy equipment pulled trailers across the continent all my life but never had an official Class A. About to get my Class A finally. Ive always worked for myself and am getting my own authority and truck. I don't have the personality to work for someone else and I want to make a lot of more money doing it. I'm switching over from another business but I know how to run a business. Trying to decided to go either Hotshot or Semi and what kind of Trailer. Step Deck or Flat bed appeals to me as well as Enclosed specialty Car Hauling. Also, I've owned a tree service and had bucket trucks, trailers, dump trucks and flat bed trucks and have been securing loads down for 30 years so I'm not a complete newbie in that regard but I realize there are nuances to securing different loands on flatbed/step deck trailers.

So, do I have to take a huge payout and drive for someone else before a company will let me lease on O/O for a period of time or is there a company that will take me and my own rig without going over the road. I thought that at least leasing on in the beginning while I'm learning the business will be better than going it alone. Or maybe I should just find a good dispatch company?

Some good companies want to hire me but the thought of going out fo WEEKS even after I have my CDL with a trainer is frankly daunting. I'm not that keen on spending weeks of time living out of a truck with a stranger. I'd do it if I absolutely had to but only then!

Anyway, sorry for rambling. If anyone has any opinions or insight Id be very thankful!