Chipman represented the British in the negotiations held to establish the province's boundary with the state of Maine. In 1806, he was named to the Council. He was named a puisne judge in the province's Supreme Court in 1808. In 1815, he was named to a second commission charged with settling the boundary with Maine as it applied to islands in Passamaquoddy Bay. In 1823, Chipman was named colonial administrator after the death of Lieutenant Governor George Stracey Smyth; he died in office at Fredericton in 1824.