Kaplan won more than two dozen merit-based scholarship contests while in high school-accumulating nearly $90,000 in scholarship funds. In 1999, after attending only six academic semesters at Harvard University, he graduated magna cum laude with a degree in economics. In 1996, he attended both the Democratic and Republican National Conventions. In addition to his book projects, Kaplan conducts scholarship seminars, consults with organizations desiring to set up scholarship programs, and serves as the resident scholarship coach at the winscholarships.com Web site.