Or perhaps the title should be: Get Healthy (if it looks like your medical expenses for the year will add up to more than 7.5 percent of your adjusted gross income). This one is a little complicated, but basically -- unless you're self-employed -- you can deduct medical expenses if they exceed 7.5 of your adjusted gross income. So, if you know you're close to 7.5 percent for the year or have already gone over it, go ahead and maximize that deduction. Pay any outstanding bills or premiums, get those new glasses or contacts, and schedule expensive procedures you might have been putting off. However, if you know you're going to be under 7.5 percent, you should try to hold off on medical spending until next year.