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Pod Meets World

Ashlee Simpson Ross Meets World

Pod Meets World

iHeartPodcasts

Tv & Film

4.86.2K Ratings

🗓️ 21 August 2025

⏱️ 51 minutes

🧾️ Download transcript

Summary

Viva Las Content! comes to a close with one of the biggest pop stars of Y2K, the iconic survivor, Ashlee Simpson Ross! 

 

Just days away from coming out of retirement to start a new residency at the Venetian, and we find out exactly what brought her back to the stage decades later. And the gang digs into the weird way famous women were bullied during the TRL era.

 

Plus, find out why a run-in with Danielle at the mall is one of Ashlee's most treasured memories, all on a new "pieces of me" friendly Pod Meets World!



Follow @podmeetsworldshow on Instagram and TikTok!

See omnystudio.com/listener for privacy information.

Transcript

Click on a timestamp to play from that location

0:00.0

This is an IHeart podcast. We used to get this free pinkberry from this guy all the time.

0:27.8

And Danielle and I were like, oh my God, he's going to get fired.

0:29.6

And when I tell you, he would give us free Pinkberry every single time.

0:32.3

We went to Pink, well, the part you're skipping that's important is we went to Pinkberry

0:36.3

seven days a week.

0:38.0

Oh my God.

0:38.9

Every single day.

0:40.7

Which one?

0:41.3

At some point, the one on sunset, when we used to live in West Hollywood.

0:44.9

Okay.

0:45.6

And every single day, we would go in there at some point and get Pinkberry.

0:50.8

And if he was there, he would just give it to us for free. Every single time.

0:56.7

Every time. And I, as you know, don't love free stuff. No. Because I feel obligated. And a half

1:04.3

the time, I would only have 20s. And I would want to. And so then I would end up paying $20 in the

1:09.8

tip jar for the pink berry. You're paying more for your free pink berry than if you just bought your pink berry. So I'd be like, could you please just charge me for the pink berry? Because I'm losing money on the tip in the tip jar. But we did it all the time. And we'd say he's going to get fired. And we'd say he's probably just a huge Boy Meets World fan.

1:28.4

Like, this is insane.

1:29.0

This is so weird because he never said anything.

1:30.8

Never said like, I loved you on Boy Meets World, nothing.

1:34.0

And then after about six months of going there.

1:37.1

I mean, hundreds of dollars.

1:39.0

We get Pinkberry and another person serves it to us and says,

1:46.4

no, I'm not allowed to charge you.

...

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