BTW, the rental property mentioned is a standard one year lease type apartment just like mine which has been sitting for 6 months and, although I have had crazy number of submitted applications, they have all been way too high risk. 

The ones around me price under what Waste Management charges to come out and haul - WM is about 50 bucks/month, they'll haul the trash for about 30-40 per month and come right up your driveway and pick it up.

Jorge,Generic answer is that cost segregation on short-term rentals CAN offset any income. 

Running a short term rental is being in the hospitality business, essentially.

Keep it simple - Have one bank account just for your business / rental activities. 

The Triangle is one of the strongest appreciation markets in the Southeast, but cash flow here can be tight unless you get creative (house hack, short-term, or mid-term rentals).

I’m curious about something I’ve seen come up repeatedly, and I’d love to get insight from those of you who currently own or are considering buying in this market (or similar Midwest markets).What is the biggest challenge you’ve experienced or you expect to experience when managing rentals in Cleveland from out of state?

So if you sold for $340k, you are buying a $500k rental and a $500k primary.

Hey @Scott Green,From a tax perspective, keeping your mortgage might still work in your favor since the interest is deductible against your rental income, lowering your taxable income.

Some areas define it as anything under 30 days; others under 90.Midterm rentals often bypass short-term rental restrictions — but you still need:-Proper lease agreements-Local registration (in some cases)-Business insuranceIf you’re operating in gray areas, tighten up your paperwork.Anyone’s city recently updated their MTR regulations?