I’d try to get the guy to carry it till it’s paid even if it meant a slightly higher payment .

Specifically in creating a proforma to determine which of the available size and construction options makes to most sense from a risk/return perspective.

There is always risk... but I’m tired of leaving my money in a savings account earning no interest.

Why do large companies or developers look to the little guy to give up or take the risk for them? 

It’s not worth the risk.  

I figured I would appear as a low risk to a lender, but I've been shocked by crazy stuff before, so part of me was concerned.After doing some more research, it looks like I need to look into a "secured loan". 

I don't carry my mouse with me often, but if I want to edit or update my profile, I need to use the mouse, Not sure why, but this worked for me.

If a property is properly winterized is there much risk of further damage due to freezing?

Then just call any investor currently advertising through PPC in my area.I need to talk to 10-20 people who tell me "they'll never move" or "they'll be carried out of here feet first" or some variation......to find the one who says "what's this about?

Aside from that, you're assuming risk unless you have an attorney you've consulted and have a contract that offers you adequate protection.In your situation, I'd be sure to vet the buyer very carefully- confirm everything with his lender...using FHA requires jumping through a lot of hoops...you want to make sure the buyer is qualified before tying up your property for 45-days and he can't perform...If you are comfortable with everything, just execute the contract and send it to your title company to start the title search- along with any earnest money (if there is any).