This article contains canon information corresponding to the Tales of Arcadia franchise. That means all information in this article is true and has appeared/been validated officialy on-screen.
Win, Lose, or Draal is the sixth episode of season one of Trollhunters.
Everything comes into perspective when Jim discovers his re-match with Draal is to the death. When he sees that this might be his last time seeing his loved ones, he decides to leave some notes to Claire and Barbara, explaining everything and how much they mean to him.