Late 1980s.
In the late 1980s, Steinberg made a 90-degree turn in a series of drawings that take a bird’s-eye view of North and Central America, from Maine to Mexico, with the states (almost but not quite accurately placed) presented as a series of overlapping hillocks descending progressively southward.
(http://saulsteinbergfoundation.org/essay/view-of-the-world-from-9th-avenue/)