No, you should not get delinquent on both the mortgages. Have you explained your current situation to your lender? I think you should try mortgage modification or refinancing first. In case you're not able to refinance or modify your mortgage, then you can think about settling the second mortgage. Yes, usually lenders don't agree to settle debt unless you're delinquent. It will be difficult to settle the second mortgage. However, you should not lose hope.