You could also check out options like Cozy or TenantCloud for similar features.When converting to LTR, just keep an eye on local rental laws, lease terms, and any rent control rules that might apply.

Financing & Loans: What are the best loan options for short-term rentals?

Creative financing options like seller financing or assuming a low-interest FHA loan can also help you secure better terms.

The reason why I ask is because that could determine what loan options are available to you (and interest rates). 

Buy-in is often more conducive than other more saturated markets and there's such a wide variety of options to choose from. 

We've done demos with all of the big name PMS options and are finding big gaps with all of them, mostly when it comes to payment processing.

Cleveland almost seems like the best option because of the affordability and rental demand, but worries me due to the high property taxes and lack of population and economic growth.

Off-market deals give you control over pricing, terms, and creative financing options.

If house hacking isn't the best option for me, how would you recommend starting out to build up some investments.

I've been doing some light reading, and it sounds like refinancing that property and using the proceeds to reinvest elsewhere might be a better option.