Merrill lives on his Tashiba 36 in a Marina in Boston and runs the business Shipshape, which connects marine contractors and boat owners. We talk about the pros and cons of living in a marina, marina pirates, dating while living in a marina, drunks falling off docks, dinghies, through-hiking the Appalachian Trail, making 1000 origami cranes, shopping for a boat, Shipshape, sailing destinations in New England and Boston, Nova Scotia, Panama, hunting for lost planes in The Bahamas, treasure hunting, writing, running over a red nun buoy in a catamaran, and more!