Jack Brink is not so different from the Milk River at the edge of southern Alberta. Not just because he meanders endlessly but because his career has crossed international boundaries, and, like the river, he too is old. The Milk River flows through Writing-on-Stone / Áísínai’pi, a UNESCO World Heritage Site known for its impressive collection of rock art within a sacred cultural landscape of the modern Niitsítapi (Blackfoot). Jack Brink’s career has been interwoven with the site since the 1970s. This paper is a story of archaeology and connection along the Milk River.