I have had room-to-go furniture in 3 of my Airbnb for the last year.

But, given that he has a primary residence there already that he must leave (Army doesn't give much choice on location), if he isn't able to sell the property quickly for at least break even, and can't take a deduction for a loss, my thinking is to flip it to a rental (question is which kind makes the most sense), he should be able to cash flow given his monthly expenses, even if only $100/mo, then if he still sells for a loss in a year or two, he could take a deduction.  

The single biggest advantage of selling your homestead is that you can take all the Cap gain tax free if you have lived in the home as your homestead for 2 of the last 5 years. 

Property taxes creep up, exterior repairs , and a brand new HVAC last year wiped out $11k of reserves.

My accountant's office called me the other day and let me know that I could amend my 2022 tax return and claim losses due to Hurricane Ian to a primary residence property and a investment property. 

Here is my Cliff Notes on this elaborate example:If you have unused losses from the past, they might significantly soften the tax blow from a profitable sale.I don't see how this is called "strategic play" or "premium lemonade."

But last I check their requirements for LTV/DSCR was very strict.   

.✅ Calculate potential profit/loss using this simple formula:📊 (Monthly Rent - Total Monthly Expenses) = Net Rental Income3.

It is a real loss to not have a mobile access to the forums.

Short sale/Loss Mitigation applications with your agent can avoid foreclosure.