I understand that completing long distances BRRRRs is a different kind of animal, so I am hoping to glean insight from investors who have successfully gone down this path.

I've helped 6-7 different investors move money from Oregon to Wyoming in the last 15 years and they are all happy they made the move.Consider finding a market that has a better long-term outlook, economically and legally.

So, when investing in areas they don’t really know, investors should research the different property Class submarkets.

You may want to research the tax differences between corporation and LLC for holding real property.California is generally more cumbersome than other states when it comes to taxes and filings.

However, I do rely on my trusted network of local professionals for different parts of the process.

Helocs have many different ways to calculate income once you get outside of the bank world. 

How would the situation differ with a home that’s never been a STR but would become one, or a home that’s for sale now that is a current STR.

This is not yoursituation, but just to walk through the different thought processesin Holding/Selling that a friend of mine is going through.Helped my friend getinto the Self Storage business and walked him through the wholeprocess from evaluating the market, selecting a site, developing thesite, systems, financing, insurance, etc.

There is a difference.$300k cash flow in 20 years is an ambitious but not unrealistic goal. 

The financing and management of each are very different.