Everett Clay (guest star Richard Chamberlain) has everything money can buy, thanks to the family fortune that he's been living on all his life. To teach him a valuable lesson, his father (guest star Ray Walston) suddenly cuts him off completely, leaving him penniless. He and Tess then start off on a road trip to Colorado, where they go back to 1893 and one of Everett's ancestors, Jack Clay (also played by Chamberlain), who was once a poor man at a very similar crossroads. Now it is up to the angels to help Everett take the lessons from the past to help craft himself a brighter future.
Air Date: Oct 15, 2000