Chaffin is a former Trustee of the Urban Land Institute, a non-profit land use organization providing leadership in the field of land use on an international scale (www.uli.org). Chaffin obtained an MBA at the Darden School of Business at the University of Virginia and a BA in American Studies, and Honor program at the University of Virginia. Chaffin has served on the Open Space Commissions for both the Town of Telluride and San Miguel County. He is currently a member of the Valley Floor River Restoration Committee whose purpose is to return the San Miguel River along the valley floor to its pre-mining ecological condition. Chaffin can also be found chasing his kids around the San Juans while skiing, biking, fishing, hiking, or coaching hockey.