I cannot stress the importance of getting comfortable with those items before you invest.  

You need to choose one, at some point, and just dive deep into that area for a little while until your comfortable enough to get started. 

Neither my wife or I would ever feel comfortable buying a house from under someone through foreclosure, especially a family, then having to go through some kind of eviction process to put them out on the street - others can.

Once you are comfortable with the structures, then you can begin investing with knowledge. 

We were able to meet them at the property and get comfortable with each other before they booked, and AirBnB turned out to be a good method for communication and setting that up.

See what you get by using numbers you're comfortable with. https://www.biggerpockets.com/files/user/DustinB17...And for the record, I like to point out that you dont' have to use my spreadsheet, but use somebody's or build your own.

You made this list in the comfort of your home so you had time to think about it.

If and when possible, I like to purchase a property with furniture already and then swap with new pieces that fit my level of quality and comfort I want to provide to my guests.  

Offer a 20 year amortization, even a balloon if you know what would be a comfortable timeframe to pull your investment back out and pay him .. stay worst case in your own mind as far as time, since he's open.

One that is familiar and comfortable with:Double escrowsAssignmentsWraps (sub2's, Contract for Deed)Thanks in advance!