If the tenant does not put the money in escrow as is usually the case it is kicked back to regular failure to pay. 

I’m not looking to hire anybody until I MYSELF can consistently produce 2 deals monthly for at least 6 consecutive months.

Quick example here -- https://tubularinsights.com/tax-deductions-us-youtubers/These expenses/deductions will help to reduce regular income tax as well as self-employment tax.Any deductions not tied to YouTube income will not help to reduce self-employment tax.

I attend those two regularly.

But probably something a regular / sole investor will never get to do lol.

Current portfolio is 13 homes, ~70% of which are income producing rentals.

Newer builds in a high demand area may not produce the cash flow that you would see in an older, cheaper area. 

It’s currently setup as a large studio without a kitchen, but we plan to eventually erect a wall to create a bedroom, and install a kitchenette.My question is, knowing how persnickety Portland is with regard to Airbnb, would it be a smarter strategy to rent it out on a longer-term basis to a regular tenant?

My questions to you Guys/Girls are the following:- What are good Rental producing areas in Miami at this price point?

Because the sponsor can fix up the property and drive income, they can likely produce a 14% to 16% IRR, but initially a fairly low cash on cash return, say 4-6%.