Short-term rentals are becoming oversaturated in certain markets plus anti-STR legislation is resulting in some of those properties also converting to long-term rentals.You already have the operations experience by self-managing.

This also leads owners to ASSUME simpler is better when it comes to management contracts.

What you have described sounds like a real estate  race to the bottom and you will be in the lead .

I'm trying to analyze my first property and not sure how to set it up to run the number using the calculator tools here. 2 of the units are successful Airbnb short term rentals, and the other two units are month to month rentals to existing tenants.

Not to mention short sighted as you are now finding out.

If you're buying it shortly and THEN after you own it will it be ready and available for rent-the costs will be capitalized and accounted for with the basis of the property as well (when you eventually buy it). 

Account Closed You can do automated lead generation in several ways, depending on whether you're looking for seller leads, buyer leads or private lender leads.Seller Leads: (1) Lead Swiper (online lead search with dozens of targeted searches), (2) Instant Leads -- direct access to listed properties nationwide with a click (3) OfferBot, automated offer making software (I use this every day) (4) Direct Mail Connect (upload your own list or use lists out of Freedomsoft) -- my team manages a ton of direct mail in my real estate business using this, (5) SMS lead generation (I use this every day)...and that's just scratching the surface.Buyer Leads: (1) Nationwide Cash Buyer database (millions of buyer records at the click of a mouse) -- including buyer name, address and all property addresses they've bought including closing dates and prices paid

So, I will not be needing to source leads as much. 

Most people are refinancing a BRRR because they are in short term debt (like 12 month hard money used for purchase +rehab financing) or own the property free and clear (they bought all cash) and would get a higher return on equity by leveraging the property and reinvesting the cash out proceeds of the loan to scale the portfolio. 

It’s important to note that short term rentals depreciate differently than long term rentals.