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This challenge is completed by using the telescope in Sandman's Overlook, an area that is reachable after Sandman and Big Sleep are defeated. The telescope is on top of a wooden ledge that overlooks the sulphur hot springs. Using the telescope costs 5 dollars. The challenge will be rewarded upon exiting the telescope view.
- The view through the telescope is only a framed photograph of Captain Scarlett, which is hanging on a distant wall.
- The challenge name is a reference to the Seinfeld episode, "The Contest".