Awkward Tuesday Classic: Date My Ex PLEASE
episodePreviously titled “Awkward Tuesday: Date My Ex PLEASE” — renamed by the publisher on Aug 3, 2026
Transcript
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What is the main topic discussed in this episode?
Hey, Portlandia fans.
Carrie Brownstein and Fred Armisen here.
The dream of the 90s is alive in podcast form.
We're launching Podlandia AO Rewatch, our brand new podcast where we revisit every episode of Portlandia together, breaking down sketches, going deep on our iconic characters, and pulling back the curtain on how it all got made.
And we'll also be joined by the people who helped bring it all to life. Guest stars, collaborators, and friends, including director Jonathan Kreisel, the mayor himself, Kyle McLaughlin, legendary musician Amy Mann, and many more.
Kyle is going for it here. You fully improvised not just words, but a song, a melody.
Well, I thought you were all going to write a song.
I remember you thinking that. Listen to Podlandia, AO Rewatch on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
What's up, fam? I'm sports journalist Ari Chambers. Hey, what's up, y'all? It's your girl, Sam Jay. And we're the hosts of Everyone Watches Women's Sports, a new podcast from Together and iHeart Women's Sports. We're breaking down the biggest headlines. Naomi Osaka showing out. Shout-outs to you, Naomi. The viral moments. I've been obsessed with Kashawn Rock's boxing journey. She looks good. Her combos are swift. And the stories everyone's talking about across women's sports. Because everyone watches women's sports. Listen to Everyone Watches Women's Sports on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
I'm Jake Brennan, and on my podcast, Disgraceland, I tell the stories behind music's biggest names, like how the story of the Foo Fighters isn't just about music. It's about grief, shock, and the moment everything changed. Imagine that. You're in the biggest band on the planet, as Dave Grohl was in 1994 in Nirvana. And the phone rings, and you learn that your singer, your friend, the reluctant voice of a generation, Kurt Cobain, is dead. Listen to Disgraceland on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. I'm Nick Turturro. You probably know me from NYPD Blue, The Longest Yard, or Spike Lee's Black Klansman.
And on my new podcast, Delivering Happiness with Nick Turturro, I deliver pizza to a new guest.
I've shared a slice with everyone from Seth Rollins. What are you doing with my belt? To Bill Burr. I don't think I've ever met somebody so exactly out of their mind as I am.
And now we even have more great guests coming up, including the great John Turturro. It's called happiness. Delivering happiness. And many, many more.
Open your free iHeartRadio app, search Delivering Happiness with Nick Turturro, and listen now.
This is Chelsea Handler from Dear Chelsea. Every week, the news gets worse, the world gets crazier, and Yamanika is here to tell whoever's responsible, you're the problem.
Do you know I just found out who Sidney Sweeney was? If he got a bunch of women, then I should have a bunch of men. Do better or do less so I don't have to do so much. I'm Yamanika and I'm out. Listen to You're the Problem with Yamanika on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
When it comes to your very best friend, that relationship is so strong, you would do anything for them. Oh, for sure. You would bail them out of jail. Absolutely. You would help them bury the body. Absolutely. You would lend them thousands of dollars just because they asked. No questions needed. Honestly, yeah. Which reminds me, Brooke, I need to borrow 45 grand, so I'll text you my Venmo, okay? But no question. OK, 40 grand. What if, though, the one thing that you needed them to do goes against every unwritten rule of friendship ever? Oh, that's the reason one of our listeners needs our help today. He has to convince his best friend to do him an enormous favor, even though it 100 percent goes against bro code.
You're going to hear it in a brand new Awkward Tuesday phone call next.
It's awkward.
It's Tuesday.
It's awkward Tuesday phone call.
They say in life, only three things are certain. Death, taxes, and having weird, awkward drama with your ex.
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Chapters
5 chapters
1
What is the main topic discussed in this episode?
0:00–8:43
2
What is the premise of this Awkward Tuesday episode and who is involved?
8:43–12:59
3
How did Michael and his ex April’s relationship end and why did they stay friends?
12:59–19:24
4
When did April reveal she was attracted to Michael’s best friend Chris?
19:24–20:30
5
Why does Michael think Chris would be a good match for his ex April?
20:30–22:36
Speakers
9 identifiedMore from Brooke and Jeffrey
Second Date Update Classics: Singles Mixer Shocker + Up Up & Run Away
Today vs Back in the Day (9/12/26)
FULL SHOW: Jeff’s Football is Back Parody, “L” Bomb Date + Whatcha Doin’ at NFL Opener (9/11/26)
Win Brooke's Bucks (9/11/26)
Second Date Update: Love At First Like
Phone Tap: Vito & Vino In-Home Care