If you want more cash flow deals you may want to look outside of Boston and test out some new markets where you're hitting closer to the range of returns you're looking for. 

This self claimed "Drug Addict to CEO" doesn't pass the sniff test in my opinion.

Ultimately it will depend on the property (banks perform stress test-debt ratio)-but I think 5 year term is what I found so far.

As @Patrick Drury mentioned- the West Side does not have any POS areas (besides Lakewood, but it's only needed for previously non-owner occupied/rental properties) Something else to consider in Cleveland proper is Lead Safe Testing ..

Either way, I wouldn't put the AirBNB terms of service to the test.

Additionally, don’t overlook the opportunity cost of pulling money from your 401k—those funds could have been compounding in the market.I’d also suggest stress testing your ROI by running scenarios with higher expenses or lower rents to see how resilient the investment is.

Now is not the time to “test the market” with an ambitious price to “see what happens.”

The property passed final testing by the county health department.Is this anything I should be concerned about?

R&D is like split testing, trial and error is "I'll be damned to spend the time investing in knowledge so let's just hope we survive the guessing". 

I am in the process of studying for my licensing exam in the state of Tennessee and plan to work in the Chattanooga area upon completion of the test (which will be quite soon).