Anonymous wrote:Not the poster but if he suddenly had all this mortgage interest to claim would'nt that help counter a certain amount of the taxes he'll be paying on stock sale? What am I missing here?
He's already paying taxes on the pension income and other income so the mortgage will offset that. And the mortgage interest isn't a one time thing, it will be 10-15 years (or whatever his term is). So he can sell the securities some other time and still be able to take advantage of the interest rate deduction. Better to defer the capital gains until capital gains rates come down (probably 2017 at the earliest, more likely 2018), not to mention taking advantage of the growth in the investments vs. the large cash holdings.