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Office Ladies

Second Drink: Goodbye Toby, Part 2

Office Ladies

Audacy & Jenna Fischer and Angela Kinsey

Comedy, After Shows, Tv & Film

4.8 • 88.3K Ratings

🗓️ 9 March 2026

⏱️ 72 minutes

🧾️ Download transcript

Summary

This week we finish breaking down Goodbye Toby. During Toby’s goodbye party, Michael tries to get closer to Holly but finds himself being pulled back to Jan after discovering some big news that involves a pro tennis player. Meanwhile, an unexpected proposal happens. Jenna and Angela give Toby a “Show Bible Goodbye”, Angela shares how she almost didn’t make it to set for a very important scene and a couple of Michael’s parody songs are brought to life! This episode is so special you won’t want to say goodbye to it. Toby on the other hand... I mean, who does he think he is?  Parody songs performed by Joshua Snyder and Jordan Duffy.  Office Ladies Website - Submit a fan question: https://officeladies.com/submitaquestion  Follow Us on Instagram: OfficeLadiesPod Follow Us on YouTube Follow Us on TikTok To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Transcript

Click on a timestamp to play from that location

0:00.0

Welcome to our second drink of Goodbye Toby, Part 2. So much happens in this episode. It's like the season four cliffhanger. Yes. And while we did our best to cover everything, some of you wrote in with story moments that you wished we had covered. Like Jory L wrote in to say, I'm kind of sad they didn't mention the voicemail Jim left Ryan.

0:22.3

It was so funny.

0:24.1

Oh, my God, it is so funny.

0:25.4

Okay, so it's right after Ryan gets arrested and it's major Jim Sass.

0:30.0

Well, I think we need to hear it.

0:32.2

Hey, Ryan, it's Jim.

0:34.3

You know what?

0:35.2

Totally disregard that last voicemail because you obviously have your hands tied.

0:40.0

Good luck. Get it? He has his hands tied. Right, not hands full. Yeah, because he's just been cuffed.

0:46.4

Right. Jim Sass! All right, I wanted to share something fun that I found on Disc 4 from season nine. It's in that section called

0:56.5

a look back. It's like a compilation. It's a tearjerker when you watch it. We've talked about it

1:01.1

in the finale episode, but there was a moment where Ed Helms talks about the proposal scene

1:06.9

between Andy and Angela. Oh, that happens in this episode. That happens in this episode.

1:12.4

Again, I'm hugely pregnant. They're trying to hide it. But here's some of Ed's memories of that

1:17.0

moment. I think the scene where Andy proposed to Angela was very fitting because it was so

1:27.2

left-footed and just awkward. Angela's response was not good. It really

1:33.5

summed up the tension, the misunderstanding, the denial, all these awful things that kind of

1:39.7

underpinned their relationship. All true. That response was horrible.

1:47.1

When you married, you're just like, okay.

1:49.8

Sure.

1:50.7

I know.

1:51.6

Well, listen, we also got a fan mail flurry for this episode.

...

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