AGILE MANAGED PROJECTS - Key Persons


Sean Terwilliger

Sean Terwilliger is a 20 year veteran educator and has been involved with the creation of two international boarding schools. After a lengthy tenure at Deerfield Academy (MA) during which he supervised several major network design and deployment ventures and was involved in two substantial building initiatives, he moved with his wife to King's Academy in Jordan to be on the founding team of the first co-educational boarding school in the Middle East. Upon return to the US from the Middle East, he directed the technology enhancements at a New England middle school. Sean has taught English, History and Video Production, served as an advisor and lived in a dorm. He believes students learn better by doing rather than by traditional lecture based approaches. His classes were entirely project based, often foregoing textbooks altogether. Following that, he moved to Beijing, China where he was on the founding team of another new school. Keystone Academy. Here he was responsible for all educational technology implementation. He also served on the board of directors and as a project consultant for yet another start-up, the Threshold School, in Denver Colorado. He then moved to rural Virginia, back in the USA, and served as the Chief Technology Officer at a small boarding school, driving all technological innovation across the entire spectrum of services offered by the school. Among other projects, he developed a program called #IssuesInRealTime, in which he invited other school communities across the world to engage in spirited conversation via Zoom (well before Covid19, I might add...). ​Currently no longer working in schools, he is available for long- or short-term consulting on a myriad of initiatives. In the last few years, Sean has become fascinated with the process of managing large scale projects, specifically in the education arena, and thus studied towards a Master's of Science degree in Project Management, which he received in 2016. He believes good planning and communication are the cornerstones to achieving successful deployment of a project vision. He has a broad view of scholastic life, partially because he is married to a former Deputy Head of School and current Dean of Students which gives him rare insight into the daily functioning of a residential school. He is an outside the box visionary with an inclusive communication style. This enables him to work with all constituents and achieve inter-departmental clarity. He is people centered and enjoys a good working relationship with faculty, students and staff as well as contractors and other vendors. In his spare time, he is a musician, writer and global traveler.