The Hardest Working Man in Hollywood with Justin Sylvester: Tuesday, November 18th, 2025
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What is discussed at the start of this section?
Good morning, girlies, it's the toast. It's Jackson, Claude, and we're your hosts. It's your favorite show, the fast five things you need to know. We'll start your day off swirly. It's the toast.
They sound amazing. Welcome back to The Toast and happy Tuesday. I'm ready to be sat on because my next co-host is the artist formerly known as the Lady Sinner. It's Justin Sylvester, hello.
I'm gonna bring that back. You better. I'm bringing that back. We're working on a show about it right now. Are you? Yeah.
The lady sitter, like if you weren't there for the lady sitter era, you guys were missing out so hard. You were sitting on ladies, myself being one of them.
Crazy, right? We met on a lady sitter excursion.
We did.
We literally met with a bunch of bougie white women.
Do you know that when you Google lady sitter, because I actually did this morning. I was gonna do a clue, you know, I've been doing these like clues for who my guest is. And I ended up doing something about the Today Show, which I wanna talk to you about in a second. But I was gonna do something about the Lady Sitter. And Google Gemini says, the Lady Sitter is a phrase coined by Justin A. Sylvester.
Bro, give it to me.
They did.
Someone give it to me.
I love that you're wearing your alphabet green. So am I. New merch drops tomorrow at 10 a.m.
That's cute.
You're coming straight off the Wicked premiere.
Yeah.
Straight off of the Today Show. We talk about you so much on the toast. I don't know if you know how much we talk about you. One, because we love you.
I love you guys too.
You're the hardest working man in Hollywood, like for real. Bitch. And it seems like something is, something's bothering me. Let me say that. It seemed very obvious to me, but I'm smarter than most people. So when Hoda said, I'm leaving this show, my thought that minute was like, okay. Justin Sylvester's time. Now NBC said we're gonna do guests and shmests and whatever. I don't think anybody expected this guest thing, Jenna and Friends, to go on for now almost a year. I mean, since Jenna and Friends, how many times have you filled in for Hoda?
Oh, I think five times.
Right, like you're clearly a front runner. Actually, Andy asked Hoda on Watch What Happens Live, who do you want it to be? And she said you. She gave you her approval. It was crazy. She passed the baton. And they still haven't announced you as the official co-host. They still are doing Jenna and Friends. Please give us an update. The toaster's like, we are dying. It's your job to lose.
You know what's so interesting? When I look at that show, A, I want it. And it would be a great gig for me. And I see everything that you're seeing. And I saw when Hoda said it. But from a producer standpoint, I'm also looking at it and being like, wow, she's getting Scarlett Johansson, Olivia Munn, like a Michelle Obama.
Of course. Michelle Obama's not going to show up at 6 a.m. every day. You are.
I will, but it's so interesting and amazing to see how many people really want to live out that fantasy for a week here or three days here. So I think for them, they're going to see how long this could go.
They're still getting A-list talent.
Yeah, yeah. You know, it's crazy. I don't know if... I might be too spicy for the Today Show.
No way. You're literally perfect for it. You are perfect for it. Like your former life as the lady sitter literally led you to this moment.
Oh, 1,000%.
It's so you.
1,000%. But I think if you look at like- Today's show talent, they're safe.
How did Justin Sylvester become the hardest working man in Hollywood?
Yeah.
They're wholesome. They are. You are, by the way. No, I am. But I'm also single and younger and gay and in these streets. They need that. And I think I bring something very different.
Absolutely.
You know, I often look at Gayle and I think to myself, even though Gayle's older.
Mm-hmm.
Gail's out in the streets. Yeah. Gail's at parties. Yeah. Gail knows people.
She was at that Kris Jenner party.
She was at Kris Jenner party. She went to space.
Oh, right.
She was at the Bezos wedding. Correct. Oprah's now her plus one.
So true.
Gail is out there. Gail's making connections. People want to sit with Gail.
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Chapters
8 chapters
1
What is discussed at the start of this section?
0:03–3:29
2
How did Justin Sylvester become the hardest working man in Hollywood?
3:29–4:38
3
What insights does Justin share about filling in for Hoda?
4:38–21:02
4
What are the challenges of balancing a social life with a demanding career?
21:02–37:50
5
What insights are shared about Meghan Markle's potential appearance at the Met Gala?
37:50–38:32
6
How do the hosts feel about Meghan Markle's past experiences with the royal family?
38:32–39:52
7
What is the significance of Cher's return to SNL after 40 years?
39:52–40:09
8
What are the details surrounding the burglary of Kathy Hilton and Sutton Stracke's homes?
40:09–1:12:50
Speakers
3 identifiedMore from The Toast
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