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Elizabeth Day
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Jonathan Van Ness
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Elizabeth Day
Reflecting on the joys and challenges of parenting with two former how to Fail guests brings me a lot of joy, especially as I think back to one unforgettable moment. Meeting one of my heroes, the one and only Andy Cohen, brilliant host and executive producer behind the Real Housewives franchise and Bravo's late night talk show King on Watch what Happens Live. Andy talks about a time he failed to be prepared with one of his children in the school playground and he felt he'd let his son down. The insecurity that came with that experience and the vulnerability he felt really will speak to so many of you. Then we go to the brilliant journalist and author Caitlin Moran, who I recorded with way back in 2022, Live at the Shoreditch Town Hall. Maybe you were there. Caitlin talks about the terrible sadness of realising her daughter had an eating disorder and how she didn't deal with it in the right way at first. First up, though, here's Andy. Your second failure pertains to parenting.
Andy Cohen
Yes.
Elizabeth Day
And it's failure to be prepared with one of your children in the playground.
Andy Cohen
This was just a specific instance where I was at a playground over the weekend, over a weekend with Ben. I think he was probably like three. And it was unseasonably warm that day. It was like an Indian summer. And it was a birthday party at a playground. And all of a sudden they turned the water feature on at this playground and all the moms had changes of clothes for their kids. And so the kids were then suddenly in, like, swimsuits and running around the water and Ben didn't have that. And I felt now this was also. I went through a real serious moment early in Ben's life where I was going to these events where, with, with him, with his friends, where I didn't know anybody and I was the only single parent, I was the only gay parent. I was famous. I felt. And I'm never. I do not carry around insecurity. I don't. I felt in those situations, very vulnerable, insecure, unprepared, on display, judged. And it was all in my head, by the way. I've gotten over it, thank God. And it was really. And by the way, every, every parent group that I've been around has all been lovely and whatever it was really in my head, it was my own insecurities. But at that moment, and I looked at him and I was just like, oh, my God, I've. My kid isn't able to be in the water and this was on me and whatever. And I just, I think I, I, I cried that day. I cried a couple times that day. I just felt lower than low. I felt so alone. I just felt like. And I felt very over my head and I felt like a failure. And what have I done to remedy that? Well, I think I've gotten my head together and I think I've just been in the game longer and so I just have a confidence about it. And by the way, if I took Lucy to a thing and she didn't have a thing, I'd say, oh, I forgot it. All right, so. But it was A. It was a. It was a really. It was a. It was a really vulnerable moment for me.
Jonathan Van Ness
Yeah.
Elizabeth Day
Thank you for sharing that.
Caitlin Moran
Sure.
Elizabeth Day
How much of that do you think was internalized social conditioning?
Andy Cohen
Oh, all of it.
Caitlin Moran
All of it?
Andy Cohen
Yeah. No one else noticed. It wasn't like anyone was like, oh, wow, Andy, he really, you know, Ben was in the corner crying because he couldn't go in the water. He wasn't, by the way.
Elizabeth Day
Oh, he didn't notice. Okay.
Andy Cohen
He did not notice. So I did.
Elizabeth Day
Your first failure is you wrote it to me as being so afraid of sadness. I did not deal with my daughter's eating disorder in the right way.
Caitlin Moran
Yes. So I was raised in a family that just kind of had never heard of or didn't believe in sadness. Like, kind of whatever my problem was, when I went and talked to my mother, whether it was like, kind of like I have terrible period pains or I'm very depressed and anxious about the fate of the whales, or kind of, you know, what will my life be like? Was always to say this, why don't you have a poo and a hot bath and go to bed? So that was. That was it.
Elizabeth Day
Sequentially?
Caitlin Moran
Yeah.
Elizabeth Day
It wasn't. You were doing. You weren't doing them at the same time?
Caitlin Moran
Sometimes I did do them at the same time. I have to admit.
Elizabeth Day
It's a lovely image.
Caitlin Moran
If you're clever enough with a hot water bottle and a duvet, you can do all three at once. But yes. So we just didn't. There were eight children and two parents in a three bedroom council house in Wolverhampton. And at one point they were breeding Alsatian dogs as well. So it was a very crowded house full of poo and there wasn't time for anyone's emotions. Like, kind of like you just couldn't have them. And as I was saying before, I was raised on musicals. So for me it was like, okay, well, I can, like Marge Simpson says in the Simpsons, I can take all my emotions and crush them down into a ball and push them to the bottom of my stomach and ignore them and simply watch the jolly musicals instead. And I will just pretend that I'm cheerful. Judy Garland cracking on with everything. And that has actually generally worked for me. Like, I don't really have that many terrible emotions. I'm very cheerful person. And so because it had worked for me when my daughter started being depressed and anxious and scared of things at the age of 11 or 12, first of all, I obviously told her to have a poo and a hot bath and go to bed. And then I progressed to, why don't you take all your emotions and push them down to the bottom of your stomach? I'm sure it'll be fine. And then we watched a lot of musicals. And that, oddly enough, did not cure her of what is a mental illness. Like, I did not know that that was the start of her being, you know, very profoundly mentally ill. So how. I'm sure there are people in the audience who know this and have experience of this, whether themselves or someone they love. And I just want to say hello, I know what your life is like. And, you know, I wish I could hug you all. But, you know, for those who don't know, an eating disorder is like an iceberg. The bit where they stop eating and start self harming and overdosing is the tip of an iceberg. What's underneath it is depression and anxiety. And as I came to understand in the years that followed, she was ill for five years. Is that the reason someone starts physically showing you how unhappy and depressed they are by not eating, by turning into a skeleton, by cutting themselves up, by overdosing, is because they can't say it anymore. That if they were saying how sad and unhappy they were, that's all they'd be saying all day. And either they become bored of saying it or they run out of ways of saying it, or they feel that it's not being understood, or they don't want to make a fuss, or they don't want to draw attention to themselves, or even the act of saying it makes them feel worse that they have now gone into another phase where they're just going to physically show you all the time how unhappy they are. So it took a long time to understand that. And I went through many phases of trying to cure her anxiety and depression. First of all, I tried to reason her out of it. I was like, she's incredibly bright. I am reasonably clever. If I give her all the facts that she needs to know, then I will TED talk her out of not eating. So I would talk to her about nutrition and energy and life and all these things you need to eat. Every creature on earth needs to absorb energy in some way. You are no different from the plants or the animals you must eat. That didn't work. And then I got angry and I was like, why are you doing this? You're an incredible girl. Life is amazing. You can make the choice to stop this now. Like, come on, just stop this. Like, don't do this. Take control of it. You're a strong girl. Stop that didn't work. And then I thought maybe suffering like our Lord Jesus Christ might help, and just cried a lot in front of her to show her how safe, sad it was making me feel and going, if you can't feel how bad this is, if you're emotionally shut down, then maybe if you see in someone that you love how sad it makes them to see what you're doing and how you're living your life, maybe that will be the breakthrough that we need. And amazingly enough, that wasn't the answer either. And in the end, what I had to learn, after a bunch of therapy and amazing experts and reading as much as I could, is that what she really needed was for someone to look at her and say, you. You're sad, aren't you? You are sad. I can see that. I am so sorry that you feel this bad. I'm not scared of this. You can talk to me about it. I'm going to be with you all the way through this. I have a plan. I know what we need to do, and I'm going to help you. However hard it is to work through this plan, that will make you better. And that took five years to learn that. Because when I and I went everywhere and I rang everyone and I looked for all the information, there isn't anywhere that tells you that that's what is happening and that's what you need to do. Everything that I've learned is pieced together from hundreds of different sources. And that was why I wanted to write about it in the book. Because when she finally got better, she. And she is totally better now. She's too better. She's. She's too fucking much.
Elizabeth Day
She's.
Caitlin Moran
She's. She's. She's thriving, as the young people say. And what she said was, you need to write about this. Because for my generation, there is no stigma or guilt in talking about mental illness and eating disorders. We have found a way to talk about this. We talk about this all the time. But your generation, the parents, you were brought up in a time when you didn't understand these things. And a lot of you think it's your fault, and a lot of you have guilt. And so every time you're talking to us, we can see that you're freaking out and feel terrible and worried you're going to make things better. And the parents need to know how to make the children better. Because even if you do finally get to the top of that waiting list for help, and mental health is so criminally underfunded in this country, and it's such a terrible waste of time and money and lives that they only help you when you're at a crisis point. And also, it's so damaging because young people aren't stupid. They know if they're at the bottom of a waiting list, then if they become more ill and more troubled and cut themselves up more and take more overdoses and become thinner, then they'll be taken to the top of the waiting list. And so you have this appalling situation where these children are doing something which is in a kind of really weird, horrible, dark way, quite brave and going, I'm going to fuck myself up even more because that's the only way I can get help. And that is a terrible position to put young people in. But they know the truth of the way the system works. So even if you get to the top of the waiting list and you finally get all the help that you need, you're only going to see that doctor two or three times a week maximum. And the rest of the time is down to you as the parent to take care of that child. And if you do not know what you are talking about, and if you do not know how to help that child, and if you have not worked out all of your problems, then that child is probably not going to get better. And so that is why I wanted to write about it in the book, just to go, here's everything I've learned. I hope this is helpful because the thing I want to do more than anything else is be useful. And I have to say, of anything that I've ever written, the response to that was nuts. We serialized it in the Times and I literally got thousands and thousands of parents contacting me, going, now I understand it. Now I understand the language. Now I understand the basis of this. Now I can help. And that was a profound privilege because, you know I love to entertain. You know, I love to be funny. I love to, like, talk about secrets and stuff. But the thing I want to do most is be useful.
Elizabeth Day
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Caitlin Moran
Thanks.
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Episode: On Parenting…with Andy Cohen and Caitlin Moran
Date: November 17, 2025
This episode of How To Fail with Elizabeth Day explores the intricacies, vulnerabilities, and failures of parenting through candid conversations with Andy Cohen and Caitlin Moran. Both guests share deeply personal stories—Andy discusses a playground moment where he felt he let his son down, and Caitlin reflects on her struggle to support her daughter through an eating disorder. The episode highlights the power of vulnerability, the effect of social conditioning on parenting, and the vital process of learning through failure.
Andy’s emotional honesty about crying and feeling “lower than low” after the playground incident deeply resonated, demystifying the idea that even high-profile parents are immune to such moments of self-doubt.
Childhood Lessons About Emotions
Denial, Missteps, and Learning
The Real Need: Recognition and Support
The Broken Mental Health System
Writing to Help Others
Caitlin’s candid, humor-tinged chronicle of “getting it wrong” over and over until finally, after years, learning the power of simple presence and acknowledgment in supporting her daughter. Her daughter's request that she write about it for the benefit of other parents was especially moving.
| Timestamp | Segment Description | |-----------|---------------------------------------------------------| | 03:29 | Andy Cohen shares playground parenting failure | | 04:36 | Andy discusses feelings of vulnerability and judgment | | 06:04 | Social conditioning in parenting insecurities | | 06:31 | Caitlin Moran on being raised to ignore sadness | | 09:19 | Caitlin’s attempts to reason, anger, and suffering | | 10:37 | Realizing how to truly support a child with depression | | 12:52 | The challenges of the mental health system for families | | 13:48 | Caitlin's motivation for writing about her experience |
This episode offers a profound and empathetic look at the failures and learning curves intrinsic to parenting. Andy Cohen’s vulnerability highlights the universality of parental self-doubt, while Caitlin Moran’s journey through her daughter’s illness reveals the complexities of emotional support and the imperative to keep learning. For both, the greatest lesson is the transformative power of presence, compassion, and admitting imperfection—a message of solidarity for all parents feeling overwhelmed by moments of failure.
For more episodes, follow How To Fail with Elizabeth Day on your favorite podcast platform.