Seeking advice here on the best approach, any gotcha's that I'm missing, and overall sanity check... 

Most standard leases have check, or cash as options as a default so tell him that's his only options if he doesn't want to pay that way then he has to move on with a loss of his deposit.  

I wanted to check the calculations that are presented in James Dainard's book, The House Flipping Framework: The Tactical Playbook to Scale your Real Estate Portfolio and Reinvest your Profits.

Pricing - If you cannot check your competitions price and adjust yours daily you may want pricing software (PriceLabs probably best for single listing owners/operators). 

I recommend a simple spreadsheet to check your math and it will make it simple to adjust each year.End the complaints.

Because I will never go into anything that is losing intentionally it's like asking me to choose A or B: take this 50k check or write a random 50k check to a politician.

.: I’m looking at a property that checks all the boxes—good numbers and fits my buy box—but I haven’t seen it in person.

You can also check out local Facebook pages in the markets you are looking in.

Still no solution yet from them though after I check in every few days.

Their character, their payment record, how well they take care of you property, etc all these things are for you to discover with your tenants and build trust between each other. 2. when it comes to screening, you must check their credit, their paystubs, their employer and landlord references, their criminal background, I also get a copy of everyone's photo ID.3.