I am just curios about is there parts of the city that will enable him to do a bit both. 

You can email invoices and enable merchant pay (3% fee to you if paid online), discounts available if you process around $7,500 a month.

Your W2 job will enable you to obtain loans to finance your properties.

You can layout the cash for portions old construction and be reimbursed by the hard money loan.This should minimize the amount of cash in the deal and enable one long term mortgage at the end that takes all your cash back out.

This enables checks to clear, bills to be paid, reports to be built, etc. 

A true "BRRRR property" would have enabled him to get all his outlay back when he Refinanced, so that he could Repeat - without selling!

There are major technical enablers being developed in the IT and tech industries that can help improve these issues, i.e. advances in cloud processing and language standards (xAPI, being the primary enabler). 

I am hoping that by being part of this market (the military life) it will enable me to make smarter investments that will ultimately allow me to provide servicemen with better and fair housing.

There are countless things that Globiflow can do that will enable you to win more deals. 

I was hoping that a cash deal would have enabled me to get the properties at a slight discount.