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** Assuming the Horseman is real, is he a TragicMonster condemned to roam the Earth until he finds his lost head ? Or maybe he's a malevolent ghost who was evil even as a human ? It's quite hard to tell considering he's the less fully explored character of all.
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*** This is cleared up in the [[WesternAnimation/OnceUponaStudio Once Upon a Studio]] short, where Brom and the Horseman appear as separate characters.

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*** This is cleared up in The Walt Disney Company's official stance as of 2023 seems to be "yes", as the [[WesternAnimation/OnceUponaStudio ''[[WesternAnimation/OnceUponaStudio Once Upon a Studio]] short, where Studio]]'' short has Brom and the Horseman appear as separate characters.characters. However, since this short was made without Creator/WaltDisney or any of the staff who made this film, it may be different from what they had intended.
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** Given how long it took for this movie to be released on home media, there are multiple generations of people that are familiar with Mr. Toad's Wild Ride, the popular Ride/DisneyThemeParks attraction, than they are with the Wind in the Willow segment it was based on.

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** Given how long it took for this movie to be released on home media, there are multiple generations of people that are more familiar with Mr. Toad's Wild Ride, the popular Ride/DisneyThemeParks attraction, than they are with the Wind in the Willow segment it was based on.
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** Given how long it took for this movie to be released on home media (both as a whole and as individual parts), there are multiple generations of people that are familiar with Mr. Toad's Wild Ride, the popular Ride/DisneyThemeParks attraction, than they are with the Wind in the Willow segment it was based on.

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** Given how long it took for this movie to be released on home media (both as a whole and as individual parts), media, there are multiple generations of people that are familiar with Mr. Toad's Wild Ride, the popular Ride/DisneyThemeParks attraction, than they are with the Wind in the Willow segment it was based on.
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** Far more people are familiar with Mr. Toad's Wild Ride, the popular Ride/DisneyThemeParks attraction, than they are with this lesser-known Disney film.

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** Far more Given how long it took for this movie to be released on home media (both as a whole and as individual parts), there are multiple generations of people that are familiar with Mr. Toad's Wild Ride, the popular Ride/DisneyThemeParks attraction, than they are with this lesser-known Disney film.the Wind in the Willow segment it was based on.
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** "Sleepy Hollow" has a fair number of fans who at least remember parts of it from numerous "Disney Halloween" specials in the 80's and early 90's, but may never have actually seen the whole movie (or at least the second half).

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** "Sleepy Hollow" has a fair number of fans who at least remember parts of it from numerous "Disney Halloween" specials in the 80's TheEighties and [[TheNineties early 90's, 90s]], but may never have actually seen the whole movie (or at least the second half).

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