Subtle detail pieces have always worked well for me.  

This will give you a flavor of what the issues have been in the association. 

I have experience rehabbing and really upgrading properties for sale and rent but you cannot singlehandedly change the flavor of an area just by making it an Oasis in the desert.

In Mark Manson's Book The Subtle Art of Not Giving a F**K, Mark describes only giving a F about things you know you are willing to suffer for, and knowing the level of suffering you are willing to endure. 

I am not so sure that the zestimate can accurately account for those variables and/or other more subtle ones.BUT, I can see most of my competition pricing and make sure I'm relatively priced based on specific location, asset type and amenities.

And the next recession will have its own flavor. 

Meadowlarkmotel.com - being renovated to Motel Chic with Appalachian Flavor.

https://insiderlouisville.com/lifestyle_culture/ntaba-coffee-haus-brings-flavors-of-south-africa-and-more-to-clifton/This just popped up today as well.

I understand this of course but I am wanting to learn the subtle ins and outs like what are the first things to look at on a property, how do you accurately calculate your costs (fixed, rehab etc) before someone else grabs the house and before you have the experience?

You need to drive thru blocks and blocks of areas surrounding a house you like to get the local flavor.