Mr. Jessup operates his own educational consulting practice serving families throughout the tri-country region, primarily in a college counseling capacity. He is the former headmaster of Laguna Blanca School. Mr. Jessup has been a director of CADA, and a trustee of United Boys and Girls Clubs of Santa Barbara County and The Family School. He is a graduate of Amherst College and earned his master’s degree from Harvard University. He and his wife, Hayley, live in Santa Barbara.