Chillingworth dies a year after Dimmesdale dies. I believe Poe would advise Chillingworth to focus on his other work and achievements. He was an educated man in a time where few were. Poe would advise him to focus on his education and further the knowledge he had in native medicine (http://www.shmoop.com/scarlet-letter/roger-chillingworth.html). Schmoop.com states that Chillingworth might have an open mind as he studied with and supported Indian native medicine in a time when others did not.
Poe’s life was marked by bad decisions. He left college early because he incurred gambling debts that he couldn’t pay. He attended West Point but went out of his way to be expelled for bad behavior. He attacked others through his pen and damaged his reputation. (http://www.neabigread.org/books/edgarallanpoe/readers-guide/about-the-author). In short he repeatedly made bad decisions in his life. “I have absolutely no pleasure in the stimulants in which I sometimes so madly indulge. It has not been in the pursuit of pleasure that I have periled life and reputation and reason. It has been the desperate attempt to escape from torturing memories, from a sense of insupportable loneliness and a dread of some strange impending doom.” ― (Edgar Allan Poe from goodreads.com/author/quotes/4624490.Edgar_Allan_Poe). Poe was lonely and seemed to
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When he first can to town and tried to help Dimmesdale the community liked him. Of course, they did not know that his intention was to torment Dimmesdale. After Chillingworth moves in with Dimmesdale his image in the community changed. At first, his expression had been calm, meditative, scholar-like. Now, there was something ugly and evil in his face, which they had not previously noticed . . . it grew to be a wisely diffused opinion, that the Reverend . . . was haunted either by Satan himself, or Satan's emissary, in the guise of old Roger Chillingworth.