Me and my wife currently have a primary residence (Single Family) in AZ that we acquired with a V.A loan. 

You do not need to own a primary home in order to buy an investment property.

You may run into issues trying to take a HELOC out on an investment property, and even if you can I doubt you'd want to use it for a down payment for a primary because the rates are much higher.What kind of cash flow would you be generating from your multi once you move out?

Your primary insurance policy with $300,000 in liability coverage should be sufficient in 99.999% of all lawsuits.5.

If you don't already have a primary residence, could you buy a property and house hack?  

Lots of options for making espresso drinks.We have had a Breville in our primary home for over 10 years with zero issues.

I am a busy man, sometimes more than others, as we all are.I come in here to help others when I can.I make no money from this-and making money is my primary focus.That and handling the responsibilities and time consuming tasks that go with it.I also lead a very comfortable life full of friends and business acquaintances that take up a great deal of my time.

It's also worth mentioning that I already have a good relationship with a wholesaler in town who knows other good contacts, and I am able to use some of these contacts as good resources for general knowledge and learning how it all works.I recently had to close my business of 9 years, and so instead of getting a W2 job or start some other "normal" business, I'd much rather prefer to have house flipping be my primary source of income. 

Did you know that you can acquire your a primary residence from up to 1-4 units for as low as 5% with conventional.

The best strategy depends on your goals, but here’s a breakdown:Selling outright would result in paying capital gains tax and depreciation recapture, but since the appreciation is minimal, the tax impact may be relatively low.Gifting the property to your son could potentially allow him to sell it with a lower tax rate, but since he hasn't used it as a primary residence, he won’t qualify for the exclusion of capital gains tax on a primary residence, and you'd need to account for gift tax implications.1031 exchange could defer taxes, but you would need to purchase a like-kind property of equal or greater value and meet all the IRS requirements.