From 1968 to 1972 Will directed the Dartmouth Outward Bound Center. From 1972 until his retirement in 2007, he was a building and remodeling contractor in Hanover. He's an adopted member of the Dartmouth Class of 1957.
In 1981 he began writing a weekly column, A Yankee Notebook, which appears in several New England newspapers. He's a commentator or host for Vermont Public Radio and both Vermont and New Hampshire Public Television. His annual readings of Charles Dickens' A Christmas Carol began in 1975 and continue unabated. He's published several audio recordings and five books and received an Emmy nomination for one of his pieces on Vermont Public Television.
In 1973 Will founded the Geriatric Adventure Society, a group of outdoor enthusiasts whose members have skied the 200-mile Alaska Marathon, climbed in Alaska, the Andes, and Himalayas, bushwhacked on skis through northern New England, and paddled rivers north of the Arctic Circle.
He and his wife, Ida, who is the proprietor of a kitchen design business, have been married since 1959. After forty years in New Hampshire, they moved recently to East Montpelier, Vermont. They have three children and four grandchildren."