I had several family and friends struggle with trying to get into this industry. One thing i've learned was you need someone to sponsor you.
The next thing, well not next but you must have your license and bond, now that its $75,000 you must have this before any shipper will even consider sending you their loads..
And getting a shipper is the million dollar question, get your required documents, call them, go visit them, make your presentations "OUTSTANDING" then hopfully someone will bite what your offering..
Then once you have at least one truck to run your loads, which is better than "NO LOADS" at all...I can help you with factoring, so that will be one headache off your list.
My family finally got it going, if you can work under someone's MC# like your family who owns their truck or partner with a trucker. But if you can not afford the $300 bucks for the license or your bond, the school is not your biggest concern.
blackroyalconsultants.com, if you have questions about paying your drivers and how we work for you.