Shepherd says there is still work to do. "I would rather have me here than someone else," he said. He points to his lifelong residency, and says he sees all the issues from a "local perspective" of someone who has a history with the town. Water issues will be big on the agenda next year, he said, noting that the present town board plans to approve a water-quality study in next year's budget. Keeping an eye on the rental markets in the summer is also talked about around town, as well, he says. Although he agrees that over-renting hasn't been a big problem in Shelter Island up to now, he adds that "everyone is afraid it will turn into Montauk."
Shepherd, 60, is running on the Conservative, Republican, Independence and Reform lines. A lifelong resident of Shelter Island, he has spent most of his life in the landscaping and construction fields, working privately. Shepherd has sat on the town board for a full term of four years. He is single.