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Brooke and Jeffrey

Awkward Tuesday: My Brother's Wife Is A Bad Boss

Brooke and Jeffrey

iHeartPodcasts

Relationships, Society & Culture, Comedy

4.72K Ratings

🗓️ 14 April 2026

⏱️ 16 minutes

🧾️ Download transcript

Summary

One of our listeners needs our advice on how to turn someone down. But it’s not just anyone… it’s someone in their own family! We’ll explain more in an Awkward Tuesday Phone Call!

See omnystudio.com/listener for privacy information.

Transcript

Click on a timestamp to play from that location

0:00.0

Turning someone down without hurting their feelings.

0:04.0

Yeah.

0:04.4

That's almost impossible.

0:06.2

Yeah.

0:06.6

I think it is.

0:07.5

But we've all been really proud of Brooke and how she's been able to get over my rejection.

0:12.0

And soldier on bravely here at work.

0:13.9

I know.

0:14.3

She hasn't cried once.

0:15.3

She's always smiling.

0:16.5

So strong, Brooke.

0:17.8

So let her be a beacon of hope for our listener on the line today.

0:21.9

You would never tell.

0:23.6

There it is.

0:24.8

But he needs help to gently turn someone down.

0:28.2

The weird part, though, is the person he's turning down is kind of in his family.

0:33.8

What?

0:34.0

Wait, what?

0:35.2

They're not like step siblings or blood-related at all. Oh, thank God. But you're going to understand why it's so weird and he needed our advice in your brand new Awkward Tuesday phone call. Next. It's awkward. It's Tuesday. It's awkward Tuesday phone call. We got a return caller to the show today. Oh, I always love that. Which officially makes him a friend of the show. That's right. Oh, that's why we're playing the song. Yeah, he has a friend in us. That's right. His name is Brad. The last time we talked to him was in a second date update, where he was breaking up with his girlfriend in the middle of a flight so that he could chat up the cutie next to it.

1:13.6

You're back. I'm so surprised.

1:15.6

Wait, weren't you breaking up with her via text? Am I remembering this right?

1:18.6

That's right. Some might call that insensitive.

...

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