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Brooke and Jeffrey

Awkward Tuesday: What If?

Brooke and Jeffrey

iHeartPodcasts

Society & Culture, Comedy, Relationships

4.72K Ratings

🗓️ 17 February 2026

⏱️ 19 minutes

🧾️ Download transcript

Summary

One of our listeners wants closure or else she’s always going to regret a moment from her past. We’re gonna try to help her 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

No matter who you are, I think everybody is waiting to meet their perfect person.

0:05.0

Oh, that's so nice.

0:07.0

Makes you feel all the things.

0:08.0

Excited, passionate, challenged, hungry.

0:13.0

Those are just waiting at this.

0:15.0

Maybe not hungry.

0:16.0

Yeah, that's a natural thing.

0:17.0

All those other things for sure, though.

0:19.0

Okay.

0:20.0

But just imagine, finally, after years, you actually run into that special someone.

0:23.9

Wow.

0:24.8

Checks all your boxes except for one tiny problem that you are technically already engaged to someone else.

0:32.7

Wait, what?

0:33.1

What are you supposed to do then?

0:36.0

You already found someone then, Jeff. But this person's even more special. Do you throw your hands up and say, oh, well, guess I just need to commit to the first one and get used to being uncertain and not fully happy for the rest of my life? I think you need to stay single at that point. I just, yeah, find you, man. Or do you take a risk and do something crazy?

0:55.2

Oh, man.

0:55.8

And call a radio show for help.

0:58.0

Oh, God.

0:58.7

I want the drama, but I'm also worried.

1:01.0

One of our listeners has decided she needs to get closure or else she might look back on her life and wonder, what if?

1:07.8

We're going to try and help her in your awkward Tuesday phone call.

1:11.2

Here we go.

...

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