The property manager can make or break you, it has to be a PM that is working in that space and is comfortable there.I agree with earlier comments to look in the front and back yards to see how many old cars, abandoned junk, or treasures that aren't treasures are piling up. 

Is there a way to make this process seem less like dealing with used car salesman or is that just they way it is?

You have a personal issue- car engine blows up, so you tell your tenant that they need to pay double the rent for one month so that you can get your car fixed?

Single family 4 beds, 2 baths, attached 2 car garage, Complete gut rehabbed.

That's going out and getting a brand new car with the expectation that you could sell a depreciating asset for more than what you paid for it.

This property had a main house, a pool house, an apartment over the 3-car garage, plus a 1,200 SF guest home.

Their debts would include not just car payments, student loans, and credit card payments but also things like child support paid.

I think it will also high effect search engine rankings. 

Bet they're making their car payments (walking sucks! 

WE also make sure our driveways are 4 feet wider than Lennar this way when they step out of the car they land on concrete NOT dirt .