“Consider the less traveled path, because of the Jordan Curve Theorem” offers a basic introduction to simple, closed curves and explains why the theorem asserting that every simple closed curve in the plane separates the plane into an “inside” and an “outside” is best appreciated when considering pathological curves. A pathological curve, such as a space-filling curve or the Koch snowflake, is one that lacks features of so-called well-behaved curves. The discussion is enhanced by numerous hand-drawn sketches and a reference to “The Road Not Taken” by poet Robert Frost. Mathematics students and enthusiasts are encouraged to consider the less traveled path in mathematical and life pursuits. At the chapter’s end, readers may check their understanding by working on a problem. A solution is provided.