I appreciate any advise and direction.

However, again, we are being hostage to ill-advised monetary policies that could wreak havoc on anything that you own. 

@Theresa Harris thanks for your advise, I appriciated

Also, when picking a lender, make sure you pick one that is very familiar with BRRRR strategies, has access to hundreds of lenders to shop the best Hard Money and Refinance partners for you, and that can give you advise on the front end.  

It’s advisable to consult with a tax professional or financial advisor to determine the most appropriate approach for your circumstances.

Once again thanks for taking the time out to respond and give your advise.

I would strongly advise you to use the service of a property manager who provides On Island Agent service over your cleaner.Your On Island Agent needs to be available when an emergency happens.

My advise is to just set realistic expectations (I can help with that!)

Make charitable contributions via a Donor-Advised Fund to reduce taxable income.

Need some advise on long term tax strategy as a secondary home (out of state) versus an investment property.