The current investment strategy of Cliff lacks portfolio tracking. An even more aggressive strategy involves stretching out the switch from high risk to low risk investments through the middle of the college years instead of completing it in the junior year in high school. This takes advantage of the tax-free status of a 529 plan longer and allows for greater long-term appreciation. It is, however, best for families that will not qualify for financial aid, since the 529 plan will still count as a parent asset if not fully distributed to pay for college costs during the freshman ...