To me, I don't see why anyone wouldn't do cost segregation even if it ends up being held as a carry forward loss. 

Instead, they could offset passive income or be carried forward.

@Chris Seveney I was a Transactional Lender, single closings, buyers lender accepted seller carry back.

Hello BP,My parents recently inherited a timeshare that carries with it some formidable annual maintenance fees.

Your savings is good, but your income won't support that many properties if you do them wrong and need to carry 15k min reserves for each one.Focus on what the next property should be, maybe upgrade to a two-family and see how that goes.

If the remedy was designed by a qualified professional, the work carried out be an experienced contractor, the work was permitted and inspected by the town, then the value reduction would be zero.

Answer: No, buying an STR doesn't change the nature of historical passive losses on other LTRs you own and carried forward from prior tax years 

I don't know what your carrying costs are but holding out might make more sense.

Real estate investing carries some risk.

They are fast and streamlined, but carry higher interest rates.