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Reclaiming with Monica Lewinsky

Charlie Mackesy

Reclaiming with Monica Lewinsky

Prufrock LLC

Self-improvement, Society & Culture, Education

4.81.4K Ratings

🗓️ 16 December 2025

⏱️ 71 minutes

🧾️ Download transcript

Summary

This week on Reclaiming, Monica sits down with artist and author Charlie Mackesy for a warm conversation about softness, grief, and what it means to stay human in a world that urges you to harden. Charlie opens up about the unexpected impact of The Boy, the Mole, the Fox and the Horse, the emotional weight of meeting readers in their most tender moments, and how creating gentle work requires its own quiet courage. Together, in this connecting, deep dive they explore childhood defenses, the ache of losing the people and animals we love, and why storms change us even when we don’t choose them. Charlie also tells us about when his 19 year old dog, Barney, met the late Queen Elizabeth. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0

Wonderie Plus subscribers can listen to reclaiming with Monica Lewinsky early and ad free right now.

0:06.3

Join Wonderly Plus in the Wondry app or on Apple Podcasts. Or you can listen for free wherever you get your podcasts.

0:15.2

I don't think we ever choose to suffer.

0:23.6

We don't go, bring it on, but in the end, that suffering helps us grow.

0:28.1

So, for instance, the boy, as an example, always wants to be brave.

0:32.2

And he says, I don't feel very brave.

0:35.5

And then the horse says, well, that was a brave thing to say.

0:37.8

But the point is, but he hits the storm and goes through it and learns just because he has to, how to be courageous and chooses life.

0:49.2

He chooses to love.

0:50.3

He chooses to hold on.

1:01.7

Thank you to our presenting sponsor, Walden University.

1:07.2

For over 50 years, Walden has helped working adults like you get the knowledge and skills to build the future you want and make a difference where it matters most.

1:11.4

If you've been waiting for the right moment, well, this is it. Head to waldonu.edu and take that

1:17.5

first step. Reclaiming is brought to you by Audible. You've probably heard me rave about Audible before,

1:23.6

but with the holiday season approaching, I have to share how it's becoming my favorite

1:27.9

festive companion. So picture this. You're wrapping gifts, baking cookies, in my case,

1:34.0

trying not to burn them, or untangling those stubborn lights. Now imagine a little more magic in the

1:40.4

moment. That's exactly what Audible is for me. Just yesterday, I was decorating my home,

1:46.3

which usually feels like it takes forever, but I was so captivated by this great holiday

1:51.0

audiobook that I found myself looking to do more rather than just the minimum. And here's the

1:56.8

best gift of all. As a member, you get access to thousands of included titles. We're talking

2:02.4

about everything from classic holiday tales to cozy winter mysteries. It's like having a whole

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