I use QuickBooks and I use the class function in it, so each expense item, asset, I book is assigned a class.

Your NOI is a function of two parts: Income and expenses.

I'm sure there are other short-term rental booking plugins out there, I just picked one that looked full-featured and would provide the functionality that @Nick VanDer Sluis seemed to be looking for.As for some of your other questions, the motopress documentation says it supports paypal and stripe payments (among others), those I have personal experience with and would configure the plugin to use one or both.

Survey done, I agree with the statement on adding a function similar to Rentometer. 

You also don’t have to have a real estate license to achieve that classification.

Keep posting on BP forums, set up keyword alerts and use the BP search function.- Attend local meetups.- Go to foreclosure auctions and meet cash buyers face to face.

.- Lastly, use the BP search function (top right corner) to look up topics and local professionals.

I have a condo that generally functions as a short-term rental.

This is different from the security deposit which has a different function.

There is actually less "wear and tear" (which is the SOLE function of a security deposit), so equal or less security deposit is needed.