Hold makes so much more sense to me -- tax benefits, paying down mortgage, long term investments, etc.

Its a Triplex with an unfinished bonus room with possibility of making a studio rental.Current Income: $2755Mortgage Expense: $2600Current mortgages total $349K  (1st+2nd)Owner is open to creative financing.  

Does anyone have a lender in Columbus that originates wrap mortgages?

You should be using a mortgage broker rather than wasting time shopping yourself.

I'd been listening to the podcast for about 4 months or so, even started getting prequalified for a mortgage but never pulled the trigger.

So I'm in my first ever mortgage (house hack in Chicago) and my mortgage is being serviced by Chase.

Would he be able to request that mortgage interest form, can't think of the name right now, that allows him to deduct the interest from taxes or by signing that this is an investment loan he's giving that up?

As to your question: I believe that for any loan over 78% loan to value (an FHA with 3.5% down would have a loan to value of 96.5%) you have to pay private mortgage insurance (PMI) to protect the lenders in case you default on the loan.

Gas is generally cheaper month-to-month than electric (at least in my area) but the initial cost is usually higher (also in my area).

But after thinking about it, I realized it's definitely cheaper then Trump U. and what have I got to lose besides $260/yr.