To add a 4th point if you will, more like point "3a" (it's kinda closely tied to your 3rd point), if the Buyer ever wanted to sell, the Buyer would be "locked in" to that deal for at least a decade or until the house was "above water".  

You work for a period of time, you sell the house, you get a chunk of money, and then you are done.A long-term rental will bring money for the rest of your life and continue to grow in value. 

I have another car that’s paid off that I am going to sell for around 15k.

He doesn't want the hassle of doing that anymore, but selling his property will be a challenge.

Does anyone have an excel program or software that they recommend that includes Schedule E data to show you the potential tax savings on various real estate deals? 

OK, SO HERE'S THE DEAL . . .I have a motivated seller who is desperately wanting to sell his commercial property.

Sure, there will be some costs (i.e. monthly rent, furniture, etc) but this may be cheaper than sinking money into buying a property thinking you'll do well in STR ,only to find out that you aren't cash flowing and now you can't sell the property for a profit.What I do recommend is the following:1.

Not that I am interested in selling now.

You're selling this property to the tenants and this will surely sour the relationship.4.

Certain things need to be redone for selling vs renting vs personal.