There is no magic bullet or one size shoe fits all.

multiple investment classes: non-commercial residential, commercial residential, self storage, MHP, industrial, office, merchant space, glamping and traditional camping, hotels/motels, raw land, lumber sales, mineral rights, etc.Your view is not enough opportunities, my view is there are too many to learn and understand.  

I am under contract for a property at 295k for a 1977 3b2b, 1984 2b1b, a double storage shed, and a covered double car port on 4.25 acres of unrestricted land.

As to the actual construction, time can be saved by ordering materials in advance and put in storage, having multiple crews going at once and having tight timelines. 

However we would be "getting more house" ( access to a second back yard, tool shed, driveway, second storage unit, etc)When I look at other houses in the area, with the intrest rates as they are, I don't understand why anyone would buy multifamily and rent it out when all of these calculations would be negative cash flow.

Hello,We are looking to buy STR/Storage pole barn for $275,000.

How would you begin if you were in my shoes?

If I'm in your shoes, I would consider chatting with a couple of lenders to start off with mainly because your lack of income history would restrict you in terms of the financing you'd qualify for. 

Recovering addicts will listen to someone who has been in their shoes and is knowledgeable.

This is not an easy market for investors or agents so you are not alone.I was in your same shoes 4 years ago, new agent and wanted to learn how to invest for myself.