Looking for your advice - lots of questions

Hi,

After running a small successful business for the past 30 I'm looking to make some life changes and trucking is very interesting / intriguing. My kids are older and my wife is also considering the team driving idea - but not day one (she has a job that she likes - no reason to leave that). I live about 30 miles north of New York City (near I-95) which I understand is a good trucking location to be in.

I've been doing some research here and on other sites and I would love to have some feedback on some of my initial thoughts:

1. Go to CDL school privately (i can swing that). I have heard Sage recommended many times.
2. Plan on driving for a company for at least 1-2 years before considering any type of owner/operator opportunity.
3. My business background could lend itself to OO, if I like what I'm going.
4. I've looked at expediting - can get into that with a CDL B - is this worth doing as an option instead of CDL A?
5. I'm a business man and look at the opportunity down the road. From what I can gather I'm seeing a net profit of roughly 40% from the gross revenue that an OO sees. If Fedex says the weekly revenue average for a team is $4,000 (plus fuel surcharge) count on seeing $1,600 as net profit (plus the FSC). Just want to understand the expected profit margins.

Got lots more to ask but will start with these. Appreciate any feedback - thanks again.