Acquired over $5M in real estate - which includes the path of buying a duplex with my VA loan, a SFH 5 months later with a 1% down loan, a 4-plex with my VA loan 2 years later, built a custom dream home with an AirBnB suite, completed a horribly over budget BRRRR SFR, completed another SFR that went way over budget, sold my quad for a 4-unit office commercial space, sold my 4-plex for a luxury cabin in Oklahoma AND most recently bought a brand new home to use part time while visiting my girlfriend/future wife in Florida.All of this wouldn't have ever happened if my butt didn't get dumped.

Plans need to include how to fund things and to have flexibility to deal some unknowns or uncontrollable things such as a tenant leaving or not paying. 1.

It depends on what is included.

The loan balance becomes higher because lender is including closing costs and escrows into the loan amount .

The tenant fills out their information online including their SSN for the company to run the check however as a landlord you do not get the SSN from the screening company just the background check. 

Currently I have a 3/1 attached to a 1/1 and I include the utilities in the rent.

It is a balance sheet of all of your assets and liabilities including both personal and business. 

The ADU did a site visit, and the takeaways included adding a second story would be significantly more complex and expensive than a backyard ADU.

I'm considering hiring a company that will meet with me and design our flips from studs to finished product, including the functionality of the property to the actual finishes used; i.e. the design of the flip. 

Compliance with Dodd Frank and the Consumer Finance Protection Bureau may make your concept very difficult to make functional.