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Dear Chelsea

Minisode: Single White Female with Chelsea + Catherine

Dear Chelsea

iHeartPodcasts

Comedy, Education, Self-improvement

4.43.6K Ratings

🗓️ 19 September 2025

⏱️ 18 minutes

🧾️ Download transcript

Summary

Chelsea and Catherine get a Friends-with-Benefits followup and hear from a mother-daughter-duo who inspire stalkers. 

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Need some advice from Chelsea? Email us at [email protected]

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The views and opinions expressed are solely those of the Podcast author, or individuals participating in the Podcast, and do not represent the opinions of iHeartMedia or its employees.  This Podcast should not be used as medical advice, mental health advice, mental health counseling or therapy, or as imparting any health care recommendations at all.  Individuals are advised to seek independent medical, counseling advice and/or therapy from a competent health care professional with respect to any medical condition, mental health issues, health inquiry or matter, including matters discussed on this Podcast. Guests and listeners should not rely on matters discussed in the Podcast and shall not act or shall refrain from acting based on information contained in the Podcast without first seeking independent medical advice.  

See omnystudio.com/listener for privacy information.

Transcript

Click on a timestamp to play from that location

0:00.0

This is an I-Heart podcast.

0:05.1

Hi, Catherine.

0:06.1

How are you?

0:06.8

Hi, Chelsea.

0:08.2

We're here for another minisode.

0:09.7

Minisode.

0:10.2

Welcome to a minisode.

0:11.9

So I have a follow-up from Carly who called in way back on our Lauren Lapkis episode.

0:17.0

She was ready to move on from situationships, was sleeping with a coworker, and felt like she was kind of falling for him and wanted to tell him.

0:23.9

Our advice was to tell him how she was feeling.

0:26.5

So she says, hey there, thanks for checking in.

0:30.3

I unfortunately don't have a success story to fill you in on.

0:33.2

I did take Chelsea's advice, and it didn't pan out.

0:36.1

I started dating again and met some interesting guys. This time around, I felt like the ball was in my court, and I had the power. It took the pressure off of dating, and I just decided I want to have fun with it. One guy showed promise, but then unfortunately, I started getting the ick. I actually started things up again with the guy I was sleeping with after a bunch of failed attempts at dating again. Dating can get exhausting and I'm unfortunately impatient. I'm still hopeful that I'll meet the one, but for now I'm just focusing on making money, traveling, and having my friends with benefits. Thanks again for checking in, Carly. That was with the boss? Not with the boss. This was like a while ago. She was like sleeping with a co-worker and she was getting the feelings.

1:12.1

They were like friends with benefits.

1:13.2

Yeah, right.

1:13.7

And he wasn't.

1:14.2

Okay.

1:14.6

Okay.

1:14.9

Copy that.

1:27.0

Well, great. You have your answer and now you're happier. So I was right. Yeah. Like, you got your information. You found out. Yes. That's good. this is progress and now she's enjoying her life. I love this like focusing on making money,

1:31.1

traveling and having fun of my friend. Yeah, and having a good time. And also let's all just get out of the idea of the, progress and now she's enjoying her life. I love this like focusing on making money, traveling,

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