We know Sauron intentionally let Gollum go so that Gollum would lead Sauron's minions towards the Ring, and Sauron knew Gollum would look and follow the Ring at all costs. So when Shagrat sees Shelob with her "sneak," why did Sauron order the orcs to let him roam freely whenever he liked, and surely Sauron must have realised that Gollum was actually following the Ring bearer into Mordor.
harry potter - Did Dolores Umbridge Have Any Association with Voldemort (or Death Eaters) before His Return?
I noticed that Dolores Umbridge was born during the first Wizarding War, so it's very likely she wasn't a Death Eater then (but she is pretty evil -- who knows?). After that Voldemort was not around in a way that could affect many people, and most wouldn't know he was planning to rise again. During that time, and up through Voldemort's return (in Goblet of Fire ), did Umbridge have any connection with the Death Eaters or with Voldemort? Was she doing what she did on her own, or was it because of an association with Voldemort or his allies? Answer Dolores Umbridge was definitely not a good person. However, as Sirius points out, "the world isn't split into good people and Death Eaters". Remember that he also says that he doesn't believe Umbridge to be a Death Eater, but that she's evil enough (or something like that). I think there are two strong reasons to believe that: Umbridge was proud to do everything according to the law, except when she trie...
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