Wakefield's team that has participated this year in the National Association of Independent Schools' "Challenge 20/20" program was named a finalist in the inaugural 2005 competition. "Challenge 20/20" is an international collaboration which NAIS has based on Jean Francois Rischard's book High Noon: Twenty Global Problems, Twenty Years to Solve Them. Through conference calls and other exchanges with students at each participating U.S. school's international "partner school," the teams worked together on the problems they had chosen to tackle from Rischard's book, and sought solutions that grew out of both cultures' ethical climates.

Written reports on the groups' discussions, and on the solutions they proposed, were due to the NAIS in December.

Wakefield's "Challenge 20/20" team was composed of the 12 students in the sophomore Action Ethics class. Along with Wakefield's partner school, Faringdon Community College in Oxfordshire, England, the Action Ethics class has been involved throughout the academic year in discussing the issues of peacekeeping, conflict prevention, and combating terrorism. According to the NAIS, "a panel of experts in global issues and education reviewed the reports and selected…partner school teams that had shown particular skill in problem solving, team work, critical thinking, curriculum innovation, creativity, and written presentation of a solution." A total of 50 teams from 32 countries took part in the program this year, of which 15 were chosen as finalists.