For almost 45 years, Henry served in Fundraising and Arts Management positions and ran his own consulting firm. His work secondary schools; healthcare organizations; and service organizations, with a specialization in the performing arts, including ballet and theater companies, chamber orchestras, choirs, and performing arts centers. In 2009 he began to prepare for retirement. Following a career involved with the management of many special events and working with senior civic and corporate leadership, his experience in the managing of multiple relationships made entering the hospitality industry a natural extension of his career.