And the most successful I know started out as o/o. It is realistic and can and is being done everyday. You have to be smart about it and have some business sense, it helps to have connections in the industry to show you the ropes and to tutor you. It also helps to have some jingle in the pocket as starting out can be expensive. My brother never worked a day as a company driver and is now up to 25-27 trucks and I never worked a day as a company driver. I leased on to my brothers company after retiring from the corps then doing a couple of years as a contractor in Iraq. not saying this is the best route or is for everyone, just that it can be done. Some people will succeed at anything they do even with limited resources and some people will fail at everything they do given all the resources. But for the o/p noting nothing about the industry and having no one to tutor you along I would start As a company driver and do as much research on here and other sites as you possibly can.
Just wonderin' about the quality of drivers who will work for a CDL mill grad with loans on a bunch of used fleet trucks.