I am also a licensed real estate broker with Nottingham Realty Group and I have had a lot of success helping investors (both local and out-of-state) buy investment properties, repair them, and either lease them to quality tenants (BRRRR) or sell them as a flip (BRSR).

In the end, those numbers don't mean anything unless you are providing your guests a quality experience and are keeping reviews as high as possible.  

I am sure there are a ton of people that are in the same situation as me and want to know how to do this as cleanly as possible. 

My desired strategy is buy and hold where I can get quality assets in B-C neighborhoods for 35-50x rent all day.

Quality of Posts?

The property that has 550 cash flow also has about 35-40000 in equity and I have contemplated selling it to clean most of our slate.

It is clean and has almost every aspect updated.

You will need to have access to MLS for this step since you will need to see all the terms of the purchase of the properties (if there were seller concessions, etc.) and in order to see the condition and quality notes (C3, C4, Q4, Q3, etc)  So the closer the comparables are to your home in condition, square footage, year built, BR/Ba, ans date sold the better it is for your case.And just for a quick info point using comparables that were built around your build date are fine. 

Anyway I'm from NYC and over here we use a superintendent to take care of garbage, cleaning and snow removal.

I bought the property last year without knowing its history, so I attempted to have the tank pumped only to learn the septic company would either have to tear out the driveway over the tank, or charge me $50/foot to dig and hopefully find the clean-out (though it’s not guaranteed they’d find it).