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Reclaiming with Monica Lewinsky

Rachel Bloom

Reclaiming with Monica Lewinsky

Prufrock LLC

Self-improvement, Society & Culture, Education

4.8 • 1.4K Ratings

🗓️ 19 May 2026

⏱️ 56 minutes

🧾️ Download transcript

Summary

Emmy-winning creator and star of the TV series Crazy Ex-Girlfriend, Rachel Bloom joins Monica this week on Reclaiming for a revealing conversation about turning your personal trauma into creative expression. Rachel retraces her path from childhood OCD and early career love triangles, to creating Crazy Ex-Girlfriend—a show that brilliantly dismantled romantic-comedy tropes and reclaimed the "crazy" label with a raw, honest portrayal of mental illness. Expect a conversation brimming with intellectual curiosity, radical candor, and a masterclass in how to find the perfect punchline for your deepest pain...plus Rachel dishes on her latest role in The Devil Wears Prada 2. Thanks to Grow Therapy for sponsoring the show! Whatever challenges you’re facing, Grow Therapy is here to help.  Visit GrowTherapy.com/RECLAIMING to get started! Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0

I had this movie idea called Crazy Ex-Girlfriend, and I was like, oh my God, that's such a good musical TV show idea.

0:07.0

You really do explore and deconstruct the sexual tropes with that show.

0:13.0

She's trying on different identities in the form of different genres of music, which is why the genres are so strong and parody forward is because this person

0:22.2

doesn't know who she is. And that feeling of kind of emptiness of looking for validation

0:27.0

in men and other people was something that obviously I really, really related to.

0:47.9

I'm so excited to. Thank you for having me.

0:49.0

I'm such a fan.

0:49.8

I'm such a fan of all the work you do with just like kindness and empathy and bullying.

0:55.4

I think it's really important and has usured us into this new era of, well, sometimes of empathy and understanding that every person.

1:07.4

Yeah.

1:07.7

We're all flawed.

1:08.9

Oh, yeah.

1:09.6

Because I can't help but be self-reflective around that stuff and think, okay, I started

1:16.5

talking about this with, you know, my TED Talk in 2015 and not sure it's gotten better.

1:23.2

But what I do think has happened is it is, it's in the sort of cultural consciousness, right?

1:31.5

And so there is a goalpost of where we could try to be.

1:35.6

People may not choose to do it, right?

1:37.9

I think the internet has amplified the wisdom slash the madness of the mob and people getting together

1:48.9

and really like black and white and black and white thinking, which was always a part of human

1:54.4

nature and a part of our culture, but I think that it's two things. There's black and white

1:58.4

thinking and people know that black and white thinking is wrong. And so it's it's those two contradictions that like never the two shall meet. Like if you ask someone is black and white thinking correct, they would go, no, no, everything's nuanced. And then you ask them about an internet outrage. Like, well, except for that. Right. Part of my journey, I feel like I'm such a like, don't think black and white because I actually tend

2:17.8

toward black and white thinking and I think it's a part of like the way that my OCD had manifested

...

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