I’m self-employed, have about $225,000 saved, and I’ve been struggling the past year to add to my Roth IRA due to some medical expenses and dips in my income. Plus, I’m guessing your own retirement has probably taken a hit because you’ve spent years paying for childcare, lessons, activities, camp—the list goes on. Yes, there are tax advantages to putting the money in your Roth IRA. Namely, moving money from a taxable account to the Roth converts future taxable growth into tax-free growth. And at some point, some of the unused funds in a 529 can be rolled over into a Roth IRA for your son.