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Guide to the Unknown

415: Sleepy Hollow (TIMBURTOBER)

Guide to the Unknown

Kristen Anderson and William Rogers

Tv & Film, Arts, Comedy

4.71.1K Ratings

🗓️ 31 October 2025

⏱️ 87 minutes

🧾️ Download transcript

Summary

Heads will roll! HAPPY HALLOWEEN and welcome to SLEEPY HOLLOW! We end TIMBURTOBER with one of Tim Burton's greatest movies! OR IS IT!? May the Headless Horseman spare us all... [⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube Version⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠] [⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Sources & links⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠] Pick up Will's new audio drama WAR OF THE UNDEAD on Audible & TellEmSteveDave.com Get this episode AD-FREE on ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Patreon⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, along with our exclusive podcast The Netherworld Dispatch! Listen on ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Apple Podcasts⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, or wherever you get your podcasts. Watch on ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Follow us on ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Facebook⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, and ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Bluesky⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. For more, cruise through our ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠LINKS⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Sources: We watched the movie Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0

Am I wrong?

0:01.1

Yes.

0:03.2

To be clear, yes.

0:09.3

Hello, welcome to Guides the Unknown.

0:11.4

I'm Kristen.

0:12.2

And I'm her little brother, William.

0:14.0

And welcome to the end of Timbertober.

0:17.4

Can you believe it?

0:18.2

It is week five.

0:19.6

Oh, I know.

0:20.6

And what a month it's been. And we are capping it off with this Halloween episode. So appropriate. Yes, happy Halloween. Happy Halloween, everybody. We are talking about Sleepy Hollow, Tim Burton's 1999 movie that kicks total ass. This is what it was all about. If I'm completely honest. Oh, Timbertober. Yeah, kind of. Once I realized that there's going to be a Halloween episode that comes out on Halloween itself and we have the possibility of covering Sleepy Hollow, which is one of my favorite movies of all time. Yeah. One of my favorite stories of all time. I feel like the Headless Horseman is the Halloween guy. Yeah. Carrying that Jacko Lantern around. He's the man. He's got such sass. Yeah, he really does. Such pizzazz. Mm-hmm. So there's going to be a lot to discuss in this episode. It's already been called out, but I'm sitting here. I got a pumpkin spice latte. Yep. I got some tricks and treats. Yep.

1:28.4

It's going been called out, but I'm sitting here. I got a pumpkin spice latte. Yep. I got some tricks and treats. Yep. It's going to be a very fun time. Thank you all for joining us and happy again Halloween. Yes. So Sleepy Hollow. Your history with Sleepy Hollow. I don't remember when I first saw it. I think I instantly fell in love with this movie.

1:37.0

I think that love has only grown over time. Yeah. I think it is not a perfect movie, all right?

1:43.2

Yeah. But listen, this is, for my taste, this is the complete other side of the coin from last week's episode, which, by the way, we're in trouble for.

1:45.5

Oh, yeah.

1:45.8

I'm shocked.

1:47.3

So, which is, look, I'm great.

1:48.9

I want everybody to enjoy things.

1:50.7

So I prefer this.

1:52.8

So many of you really like Mars attacks.

1:55.4

We got so many, like, messages and comments in our Discord or on social media.

2:00.5

I would say that the percentage of guides

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