Get The 7 DMV newsletter in your inbox every weekday morning.... But they must file a claim with the state to get the retroactive earnings, then roll that money over again.By law, owners of 529 accounts are limited to one tax-free rollover per beneficiary within a 12-month period.... Lawmakers, citing the “ unique and unexpected circumstances ” related to the 529 accounts, are urging the IRS to let families execute additional rollovers from their prepaid accounts without penalty. Advertisement