To gamble, I will go back to Venetian Casino, either “DOUBLE IT” or “LOSE IT ALL”. 

Totally agree , and when a home inspector looks at a house built over 100 years ago and writes a report based on current codes . 

However, I shudder at the popular suggestion to sell some of your investments for tax purposes, often coming from commission-based brokers and financial advisors.

I'm based in NJ and am looking to grow a RE portfolio here.

To streamline the process, I want to ensure applicants qualify before scheduling a viewing.It would be beneficial to implement an AI-based system to consistently and efficiently ask prospective tenants the pre-screening questions I currently ask repeatedly.

You can use Airdna & other STR estimator tools to get data on potential income/vacancy based on your location and property size. 

I think many others have touched base on a lot of important points such as price and seasonality.

Thus, they are appraised as such - valued based off the sales comp approach - i.e how much have other similar single family homes sold for?

Is it based on days used for business, miles driven for business, or both?

You'll noticed I'm based in one of them!