And, he Can’t write a conventional loan for an LLC, hence the suggestion to simply buy it in your personal name. 

I would say if you’re simply not interested in Indy (I mean at least worth the Wick’s sugar cream pie ha) you should venture into the Midwest more and look for other ‘like Indy’, historically flat markets.

This doesn’t account for the $500/mo. equity payments your currently making, so your margins are going to be slightly better.Bonus option 2 – simply reposition the assets… this is the same concept as above, except you just refi the properties instead of selling for retail.

Where current rents are and how expensive this area is, the numbers simply don't work.I don't want to limit myself to only this market and was wondering if anyone has any insight into other markets around the country or any other advice for that matter.Thanks!

You simply may not be a good landlord fit for Section 8.

Should I simply keep them on the month to month agreement they have currently and have them sign the new lease in 60 days?

Accelerating depreciation is simply taking an expense early, that you would have gotten anyways.

You could simply go with....2 out of 3 bedrooms rented, so 2/3 is the “rental” portion and 1/3 is your residence portion. 

If there are pictures of it not being “broken” before move-on I’d get a handyman quote or have landlord do same to simply fix it.

One thing I learned is that simply to own a note originated in certain states, you might need to be a licensed loan originator and/or debt collector.I'm looking to get into note investing, and am hoping to identify the ideal state to get started.