@Jimmy AlexanderMy first property was a primary residence that I house hacked.Second property was a rental property that needed $8k in repairs.Third property was a flip that made a modest return.

That translates into The primary concern about picking housing is safety and amenities.

What I’m hoping to do is use the rest of my remaining VA Loan entitlement (roughly 450k) to get pre approved and put an offer on a primary residence in Tampa/St.

Some programs don't require first time buyer, just that you are making a sensible move for primary home ownership not as rental

It's only if my kids inherit my primary residence and live in the home that they inherit my low property tax basis.

Mortgage rates are much better versus Helocs due to Heloc being a shorter term and carry higher rates.You should need much you can buy a primary home for 5% down, Vacation home for 10% and investment for 15% and keep in mind if you have PMI the rate will always be lower.

When you move to another city rent out your primary residence.

@Sarah Santa CruzIs your primary already paid off? 

Heres my thought, I want to purchase my next primary as a house hack. 

It will cost me and extra $200 a month for the added flood insurance but I was told it will likely double or triple in price once it is no longer a primary residence.