Usually, our cash buyers pay more either way since they do not have to pay lender fees. 

This is what I would do if starting out in real estate and wanted to buy my own home and start getting rental income and experience.

-Do I first set up a holding company to own all future LLC’s for each property?

I have posted the listing on all major sites like Zillow, FB marketplace, apartments.com, Craigslist, RentRedi and have had my contractor put flyers all over the place.

- What data points do you consider the most when looking to invest in a market?

Do you have a recommendation for a contractor who can install the sprinkler? 

My attorney advised me and my spouse to setup separate revocable trusts for asset protection but I'm finding that some financial institutions do not allow accounts to be held in title under more than one trust.

Do you want to manage an STR?

Doing my every 6 month check-in to see if anyone has a copy they’d like to sell?

yep get them to sign off on any and all prior claims as of X date - give them the money and then do not renew.