When people do see them, they consider them to be passive aggressive and dont look on them favorably.

Great way to build "equity" in relationships as well as just bless folks. 

You're doing seller a favor, after all, by letting him stay. 

I have worked in investment banking, private debt, commercial banking, and private equity all at “prestigious” firms and closed $30bn+ worth of deals.

I would think the office building might appreciate more, but of course, I won't count on it.Considering all that, would you still favor MF?

Im thinking If i buy one with my VA loan and use the equity to put a down payment on the other i can buy both without getting a commercial loan.My question is do you think the owner would be up for this?

You want to spend $65K and do tons of work, headache, hassle and sleepless nights to end up with $10K in equity?

I assume you have never done anything like this before, so getting a bank to take a chance on you with so little equity in the deal is going to be next to impossible.There's  reasons you don't see a lot of new 4-plexes going up.

Equity?

I plan to buy a house in the next year or so and use a home equity line of credit and loans in the future, but for now, am really just looking to work with somebody in the Nashville area.