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Office Ladies

Second Drink: Goodbye Toby, Part 2

09 Mar 2026

Transcription

Chapter 1: What happens during Toby's goodbye party?

3.052 - 10.019 Jenna Fischer

Welcome to our second drink of Goodbye Toby, part two. So much happens in this episode. It's like the season four cliffhanger.

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10.239 - 23.612 Brian Baumgartner

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. It was so funny.

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23.632 - 32.08 Jenna Fischer

Oh my God, it is so funny. Okay, so it's right after Ryan gets arrested and it's major Jim sass. Well, I think we need to hear it.

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32.313 - 40.608 Unknown

Hey, Ryan, it's Jim. You know what? Totally disregard that last voicemail because you obviously have your hands tied. Good luck.

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41.49 - 60.203 Jenna Fischer

Get it? He has his hands tied. Right, not hands full. Yeah, because he's just been cuffed. Right. Jim Sass! All right, I wanted to share something fun that I found on disc four from season nine. It's in that section called A Look Back. It's like a compilation. It's a tearjerker when you watch it.

60.323 - 68.991 Jenna Fischer

We've talked about it in the finale episode, but there was a moment where Ed Helms talks about the proposal scene between Andy and Angela.

69.191 - 70.593 Brian Baumgartner

Oh, that happens in this episode.

70.613 - 77.659 Jenna Fischer

That happens in this episode. Again, I'm hugely pregnant. They're trying to hide it. But here's some of Ed's memories of that moment.

Chapter 2: How does Michael's relationship with Holly evolve?

79.057 - 101.858 Ed Helms

I think the scene where Andy proposed to Angela was very fitting because it was so left-footed and just awkward. Angela's response was not good. It really summed up the tension, the misunderstanding, the denial, all these awful things that kind of underpinned their relationship.

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102.192 - 110.667 Jenna Fischer

Mm-hmm. All true. That response was horrible. Like, when you marry, it's like, okay, sure.

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110.748 - 137.447 Brian Baumgartner

I know. Well, listen, we also got a fan mail flurry for this episode. Folks really needed me to know that the Dan Band is not in the movie The Wedding Singer. I said they were in The Wedding Singer. They were, in fact, in The Hangover and Old School. Thank you so much. I think I was thinking of Old School, but I also just recently rewatched The Hangover, and they are also in that. Yeah.

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137.427 - 140.491 Brian Baumgartner

Which, by the way, The Hangover is a bonkers movie.

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140.911 - 143.314 Jenna Fischer

Bonkers. How much can happen to those group of guys?

143.554 - 144.035

My God.

144.215 - 147.979 Brian Baumgartner

So much. So funny. All those guys are so funny. Ed is so funny in it.

147.999 - 165.659 Jenna Fischer

Ed is amazing in it. Lastly, a lot of you wrote in about how much you loved the alt-Michael Goodbye Toby songs that Paul Lieberstein wrote. Jenna, you had shared this with us. And we actually had Josh, my husband, sing Beers in Heaven and Jordan Duffy sing Total Eclipse of the Fart. Yes.

166.24 - 166.32

Yes.

Chapter 3: What is the significance of Andy's unexpected proposal?

173.69 - 193.776 Jenna Fischer

It happens in starts and stops because there's talking heads that interrupt it. But a bunch of folks online have pieced it all together so you can hear it as one. Yes. It's so crazy. I forgot how crazy this song is. Here's one that was compiled by Randy M. It was early morning yesterday.

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195.393 - 213.045 Unknown

I was up before the dawn. And I really have enjoyed my stay. Toby must be moving on. Goodbye Toby, it's been nice. Hope you find your paradise.

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213.065 - 215.089

Come tomorrow.

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230.257 - 242.528 Unknown

See ya! He's outta here! See ya! He's outta here! Oh! Goodbye Toby! Goodbye Toby! Goodbye Toby!

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243.925 - 267.84 Brian Baumgartner

Okay, I just started finally watching The Office from the beginning with my two kids. Oh, how's it going? Okay, we're in the middle of season three. I cannot wait for them to see that because they love how much Michael hates Toby. My kids, of course, love Dwight. My son laughed so hard.

268.04 - 289.031 Brian Baumgartner

You know when conflict resolution, when Michael's reading off all of Dwight's complaints and the thing about like, I hit myself in the head with the phone and Michael's like, how would that have been Jim's fault? And then Jim explains the coins, the weighted headset. That put my son on the floor. And that is my favorite prank.

Chapter 4: How do Jenna and Angela commemorate Toby's departure?

289.151 - 294.68 Brian Baumgartner

So it's so fun to share it with them now. And I cannot wait for them to see this scene.

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295.02 - 299.107 Jenna Fischer

I forgot how many little extra like quips that Steve threw in.

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299.167 - 323.143 Brian Baumgartner

Like, see ya. Yeah, exactly. He's out of here at the end. It's great. All right, everyone. Here is your second drink of Goodbye Toby Part 2. I'm Jenna Fisher. And I'm Angela Kinsey. We were on The Office together. And we're best friends. And now we're doing the Ultimate Office Rewatch Podcast just for you.

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323.323 - 330.074 Jenna Fischer

Each week, we will break down an episode of The Office and give exclusive behind-the-scenes stories that only two people who were there can tell you.

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330.454 - 359.079 Brian Baumgartner

We're The Office Ladies. All right, everybody, we are still saying goodbye to Toby. It is Goodbye Toby Part 2. It's a long goodbye, but he deserves it. He's been at the company a long time. He deserves a two-parter. Michael's going to give him a big send-off, lady. He sure is. Guys, it's Season 4, Episode 19, written by Jen Salata and Paul Lieberstein, directed by Paul Feig.

359.66 - 381.593 Brian Baumgartner

Here is a summary of Part 2 of Goodbye Toby. Okay. An extravagant goodbye party is being thrown in the parking lot for Toby. Ryan is arrested for fraud. Michael discovers big news about Jan. Jim plans to propose to Pam but gets upstaged by Andy.

Chapter 5: What challenges did Angela face while filming this episode?

381.633 - 385.981 Brian Baumgartner

And Phyllis discovers a secret. Does she ever.

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388.645 - 412.35 Brian Baumgartner

All right, jumping right in. Fast fact number one. I'm calling this party time. Are you going to give me a breakdown of all the party? You know I am. We got fan questions from Abby M and Yvette M. How many days did it take to film Toby's goodbye party? How long did it take to set it up? Well, you know, I went to Kentopedia.

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412.851 - 442.335 Brian Baumgartner

He said it took one full day to set it up and two days and nights to film. We filmed April 17th and 18th of 2008. The Ferris wheel came from a company called Awesome Events, and it cost us $7,500 to rent that Ferris wheel for three days. Dang. Mm-hmm. That's a pricey Ferris wheel. Here's what I remember about those party scenes, Angela.

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442.716 - 459.473 Brian Baumgartner

It was very hot during the day, and then at night it got cold. Yeah. I remember I had hand warmers in my pockets at night, and you know when you go skiing and you put those toe warmers in your ski boots? I had those in my shoes for the night shoot.

459.453 - 470.234 Jenna Fischer

Also, whenever they didn't see our feet, we had Uggs on. And Jenna, I have an Ugg catch later in this episode. Whose Uggs do you see? Not going to tell.

470.935 - 494.853 Brian Baumgartner

Guys, you're going to have to wait for it. She's making you wait for it. Also, in between takes, do you remember our wardrobe department had these big puffy coats, like the kind that go down to your ankles, giant puffy coats, and they would bring them out to us so that we could put them on in between takes outside when we were cold. And you know what?

Chapter 6: What are the details behind the Ferris wheel scene?

495.534 - 526.62 Brian Baumgartner

What? I still have mine. You do? Oh, what a score. Yeah. And on the label on the inside of the coat, it says Pam written in Sharpie. Aww. Because that's how they knew whose coat belonged to who. They sharpied it. Well, these were like giant sleeping bags. Yes. Made into jackets. Well described. Okay, fast fact number two. I'm kind of sad. I know. This is not just goodbye Toby. Nope.

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526.64 - 533.807 Jenna Fischer

This is goodbye Kentopedia. Yes. Kent Sabornak. This was the end of his run on The Office.

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533.872 - 561.902 Brian Baumgartner

Yeah. After this, he moved on and he became the producer and production manager for Anger Management. Dear White People, and most recently, The Conners. He is an amazing, amazing production manager, you guys. We were so lucky to have him for four seasons, and Office Ladies has been so lucky that he saved, like, everything. Talk about digital hoarder.

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562.403 - 565.187 Brian Baumgartner

Kentapedia is giving you a run for your money, Angela.

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565.287 - 571.337 Jenna Fischer

Well, I think he's beat me, but I just love him, and we loved him so much.

Chapter 7: How does the episode explore the theme of relationships?

571.317 - 588.14 Jenna Fischer

Jenna, in anticipation of this being his last episode, I went through and found all of these emails during this week that I traded with Kent. This was like towards the end of my pregnancy and he and I were having to schedule a lot of things around my OBGYN appointments and everything.

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588.18 - 603.721 Jenna Fischer

And if I could share anything with you guys is the kindness and the thoughtfulness that this man had for every member of the cast and making the show the best it could be and And we were so sad to see him go. I just love this guy.

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604.282 - 612.533 Brian Baumgartner

I love him too. And I love being in touch with him. And he was so great to us on The Office. And he's been so great to us on Office, ladies. We love you, Kentopedia.

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612.954 - 614.276 Jenna Fischer

We love you, Kentopedia.

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614.336 - 645.242 Brian Baumgartner

And I'm going to share a few of our emails later in this episode. Angela, I want to share one of my favorite fun facts about Kent as we say goodbye to him. Okay, what? In his youth, Kent was an assistant to the creator of Golden Girls. Her name is Susan Harris. And she loved Kent's last name so much that when she wrote Golden Girls, she named Bea Arthur's character Dorothy Zbornak. Amazing.

645.302 - 662.805 Brian Baumgartner

Yes, he was the inspiration behind that name. He told me he was beyond excited by this honor. He was like, I mean, who wouldn't be? And then he went on to be the first assistant director on Golden Girls. And he said Bea Arthur was like a second mother to him. He just loved her.

663.406 - 666.47 Jenna Fischer

That is so wonderful. I love all of that.

666.951 - 675.223 Brian Baumgartner

We love you, Kent. Okay, rounding out my fast facts, fast fact number three, Angela, you came up with this idea and I just loved it.

677.186 - 680.992 Jenna Fischer

I think we should do it for every character. And now I'm like, oh, we might have missed a few.

Chapter 8: What comedic moments stand out in Toby's farewell?

681.032 - 685.298 Jenna Fischer

We might have to, in a revisited, do this for other characters.

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685.799 - 707.996 Brian Baumgartner

That's right. Here's what we're talking about. Angela said, whenever we say goodbye to a character, we should give them a show Bible goodbye. So I went through the show Bible and I gathered facts about Toby Flenderson. Yay! Here they are. Toby Flenderson, graduate of Bishop O'Hara High School, class of 89.

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708.356 - 715.188 Brian Baumgartner

He is divorced, but his wife is still his emergency contact, although her last name is Becker now.

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716.915 - 739.133 Brian Baumgartner

During his 12 years working HR at Dunder Mifflin, he has explained female anatomy to Dwight, told Kevin he should ditch Dunder Mifflin's healthcare plan and get on his fiance Stacy's plan instead because it's definitely gonna be better. He sent out a memo regarding Jim and Pam's PDA and he attended Jan's deposition and was present for the reading of Michael's diary.

739.694 - 761.5 Brian Baumgartner

Toby is one of the founding members of the Finer Things Club. He bought Angela her baby jazz poster, and he can run a mile in seven minutes. He's been trying to flirt with Pam and ask her out ever since season three. That is also how long he's been talking about going to Costa Rica. He started talking about that ever since he heard the Scranton branch might be closing.

762.001 - 778.923 Brian Baumgartner

And now, after a very awkward moment of rubbing Pam's knee, he is finally leaving. Although, guys, he is going to come back. Spoiler alert. Oh, I love that. I love the show Bible goodbye. Show Bible goodbye. It's like a show Bible eulogy. A little bit.

779.323 - 784.111 Jenna Fischer

Well, we'll definitely have to do that for a few characters in a revisited, like for Karen Filippelli.

784.131 - 791.862 Brian Baumgartner

Oh, yeah. That's going to be in a revisited. We'll do it. That is all I have, Angela. Quick fast facts today.

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