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Anastacia
All my songs have been a very good step into therapy. Not trying to please the man who needs me to look like a pinup doll. If a guy approached me, I'd be like, what do you have to say? So the word cancer, I didn't like it, but I looked at the first three letters and I was like, oh, my God.
Elizabeth Day
This episode of how to Fail is
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brought to you by Dove Whole Body Deodorant.
Elizabeth Day
Welcome to How To Fail. This is the podcast that believes failing better is living better. Before we get cracking on this episode, please remember to, like, follow and subscribe
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so that you never miss a single conversation.
Jonathan Van Ness
Hey, everyone, it's Jonathan Van Ness from Getting Better with Jonathan Van Ness. Everywhere you look right now, people are talking about America's 250th anniversary. And while a lot of folks are celebrating, there are also people trying to use this moment to rewrite history. Christian nationalists are pushing the idea that America was founded to be a Christian nation where one religious movement gets to decide who belongs. But. But that's not what this country was founded on. America was founded as a democracy committed to liberty and justice for all. That's why I want to tell you about Americans United for Separation of Church and State. They work every day to protect church, state separation and defend everyone's right to live as themselves and believe as they choose, so long as they don't harm others. The stakes are real. These attacks show up in censorship efforts, attacks on public schools, restrictions on reproductive freedom, assaults on LGBTQ rights, and attempts to give government favoritism to one version of religion. If you're looking for a way to stand up for freedom this summer, consider Supporting Americans United. Americans United. Supporting everyone's right to live as they choose, so long as they don't harm others. Learn more@au.org better hey, guys, this is
Molly Sims
Molly Sims, host of Lipstick on the Rim. So I have a little bit of a pet peeve that I think you're going to relate to this. I'll be having a great day, feeling good, and someone will say to me, you look tired. And I'm like, I promise you, I'm not really tired. But here's what I've learned. My eyelids, they do sit a little low. And once my doctor explained that to me, it actually kind of made a lot of sense. She prescribed me Upnique, the first and only FDA approved prescription eye drop for adults with low lying eyelids. One drop per eye in the morning, and I noticed my eyes look more open awake within minutes, and it's like just one simple step. That's it. And the results? Guess what? They last up to 8 hours. Learn more about upnique. Com that's you p n e q.com or talk to your doctor. Just a little quick safety note about upneek oxymetazoline hydrochloride ophthalmic solution 0.1% tell your doctor your symptoms and medical history, including blood pressure, blood flow, issues in heart, brain or eye disease. Drooping eyelids can be caused by other, more serious conditions, such as a stroke. Do not touch the tip of the UPNE vial to your eye or any other surface. This is not a complete list of risks.
Elizabeth Day
My guest today is a singer songwriter who has released eight albums and sold
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over 50 million records worldwide.
Elizabeth Day
She has collected a total of 227 gold and platinum certifications and counts Elson John as one of her biggest fans.
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Named Anastasia by a mother who loved
Elizabeth Day
Russian literature, she was born in Chicago. By 15, she was working as a dancer, later singing backing vocals for Jamie Foxx, Tiffany and Paula Abdul. Her breakthrough came in 1998 when she reached the finals of MTV's talent contest the Cut. At 30, she'd had to lie about
Sponsor Voice
her age to get in.
Elizabeth Day
She claimed to be 24, and her undeniable vocal talent landed her a record deal. In 2000, she released I'm out of Love, her debut single, which quickly topped
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charts worldwide and paved the way for
Elizabeth Day
her first album, not that Kind.
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This year sees her embark on a
Elizabeth Day
major arena tour to celebrate that album's 25th anniversary. Alongside her music career, Anastasia's own experience with breast cancer. She underwent a double mastectomy in 2013 after being diagnosed for the second time led her to establish the Anastasia Fund to promote awareness of breast cancer among younger women. That same year, she became only the
Sponsor Voice
second woman to be presented with the
Elizabeth Day
Humanitarian Award at the GC GQ Men of the Year Awards. I was in my 30s when I had my first hit, she says. Being that little bit older makes a difference. I'd done real jobs. Waitressing, shop assistant, receptionist. That reminds me not to take things for granted. Anastasia, welcome to how to Fail.
Anastacia
What an intro.
Elizabeth Day
Well, Anastasia and Brody, I should say.
Anastacia
Brody is here with me today. He has decided to be the Brody on the road. So he and apparently he is smelling something amazing in the studio. So he's very nose up right now. He's usually not that snooty. Hopefully he'll just sit down and become a little comfy once we get to talking.
Elizabeth Day
For anyone listening to this podcast, rather than Watching it. Brodie is the most beautiful chocolate Yorkie who has the wisdom of the ages in his face.
Molly Sims
He does.
Anastacia
He's a little. He's a little old soul in there.
Elizabeth Day
I love him and I love you. Thank you so much.
Blinds.com Advertiser
Thank you.
Molly Sims
Thank you.
Anastacia
We're a good duo together, aren't we?
Elizabeth Day
You are.
Anastacia
Okay, down.
Elizabeth Day
There we go. Talk to me about all of those other jobs that you've ever had. Which one was the worst?
Anastacia
You know, I don't think I've had a worst. I think they were just jobs so that I could pay bills. So I never really looked at it. It really needed to happen. So, I mean, I sold sunglasses. I was a hostess. I very small time. I was a waitress. I think that probably was where I was least effective because I really did enjoy talking to people. So I'd be like, okay, what was your order? You know, I don't think I really remembered orders when I was a waitress that, well, loved working in a hair salon as a receptionist. I thought that was very fun. And then did some gymnastics. Well, not gymnastics, but it was called Jam Nastics. It was kind of like a step class, anaerobic class for a while at Jack Lane. But they were really to make a difference in paying the bills.
Elizabeth Day
Sit, sit, sit, sit. Not that kind. I can't believe it's been 25 years. Can you?
Anastacia
Once I was, let's just see, in the 24th year and thinking, let's plan a 25th year anniversary. I then was actually sinking in the number and going, that's kind of epic. That's kind of a big number. And I was still able to perform and I still had people wanting to see me and it's, you know, and then all of a sudden, like this whole Y2K comes around and now my fashion is, you know, spot on right now.
Elizabeth Day
Yes. I had a lot of fun looking at Anastasia images as research for this podcast. Your midriff is like the eighth wonder of the world.
Anastacia
It was. It was the eighth wonder of the world. And I never worked out. I never did sit ups. It was just part of just me. And I was very okay to show it because I was trying to distract from the top, which I was very top heavy in my chest area. So I felt like if I showed my midriff, like the attention could go there.
Elizabeth Day
That idea of wanting to be seen as a musical artist rather than as an easily pigeonholed female. Can you talk to me a little bit about that? Because you have such a specific style and I know that you were rejected A lot in the early years in the music industry. What do you think was going on there?
Anastacia
Well, I didn't fit into any. Any of what was happening in music then. If I was looking at the artist that I was looking at to see if I could find a me in there, or am I on the right path. Celine, Mariah, Janet, Jackson, Madonna. I was definitely not in the sexy category of being that. And they didn't sound like me. I. The more I continued to try to have a career in my 20s, it just seemed futile because I didn't fit the mold, and I also didn't sound the mold. And I would try to work with producers and sing a little different. But I do say that when I was doing, like, in the last three years before I got the deal, I was doing a lot more weddings. And I mean, that was another way to make money was work with different bands and be a, you know, a band singer so that you could still do what you love doing. But I think that's where I learned my voice. So when I wrote not that kind, to me, that was normal. But when I played it for people, they were like, well, what genre is this? What are you? Like, where would you fit? And I'm like, oh, my God, I don't even know it. Like, I didn't know I had to figure that out to be a singer. It just seemed. Had to be like this business, and I didn't have that sense. I just had an artist sense.
Elizabeth Day
It's so brilliant that not that Kind is an anthem for not fitting in.
Anastacia
Right?
Elizabeth Day
And that's the thing that.
Anastacia
Well, that was an easy song to write for me because I was just not the typical girl. But same with the title of my second album, which was Freak of Nature. You know, it's just. I'm a little bit different, you know, But Freak isn't a bad thing. You know, you could freak in your own little way. And that's why I ended up calling my fans my freaks. You know, they. They beat to their own drum. They're just their own unique selves, and I encouraged that. So I really did try to be my authentic self when I did get my deal. That was lovely that they felt that way. But prior to being on that show, my authentic self was not signable at all.
Elizabeth Day
Is it true that you sang at Steven Spielberg's wedding?
Jonathan Van Ness
Yes.
Elizabeth Day
What was that wedding like?
Anastacia
Well, I mean, it's like every wedding you're at, it's unbelievable and fabulous and everybody's there. And the only reason that that has come up in my conversation is because I was shooting one day in your life video. And we all went to dinner. We were at an Italian restaurant, and there is Steven Spielberg, his wife, Tom Cruise, and Penelope Cruise.
AG1 Advertiser
Wow.
Anastacia
Let's just say the table of four, that you're like, oh. And I said to people at the table, oh, my God, I sang at their wedding. And they're like, no, go up to him. And I was like, I'm not gonna go up to him. And so then I just, okay, whatever. So I went up to him and I was. I'm so sorry. Of course they thought, you know, I want an autograph. And I was like, I don't mean to be rude, but I thought it was ironic that I'm here. My name is Anastasia. I actually sang at your wedding, and I now am a singer. And I just shot my video. And I just think it's, you know, ironic. We're in the same restaurant together. And Stephen goes, what is your name? Anastasia. And he said, you know, I think the most ironic part is that we're still married. And I was like. And granted, I'm totally, like, so nervous. At the same time, I was like, ah, okay. Nice meeting you.
Home Depot Advertiser
Bye.
Elizabeth Day
Well done you for going up. Also, Arnold Schwarzenegger's birthday party. Yeah, okay. Where he requested the same song 12 times. Is that true?
Anastacia
The number is more than. More than four, but maybe no more than seven, let's just say. But it's his theme. Like his really cool song that he thought was fun and he liked to play it, but it was what a man. It was an En Vogue song. And I was singing it and just over and over, but he was just so sweet, like, with it. He wasn't like, it's all about me. He was like a little kid in a candy store when it would come. And I just thought it was very sweet, but I was like, okay, dude. Like, is there another song? And I'm looking at all the rest of the people that are there to sing their songs. And I'm like, do I get extra? Just kidding. But it was quite wild to perform in front of all these amazing stars and just wonder, not kind of, but, like, will I ever be there? But probably not, you know, I didn't really dream. Dream about things, but I always did wonder what it would be like to be on the other side.
Elizabeth Day
Does it feel like you thought it might, being on the other side and being the star that you are now,
Anastacia
I just never thought it was possible, but looking at it, it just looked inconceivable Even though I could see what was happening, I just. I don't think I ever saw someone that seemed like they could be a me, that it could be possible.
Elizabeth Day
Let's get onto your failures and the being you of it. Your first failure is technology. And that came accompanied by a triple exclamation mark.
Anastacia
It's so true. It is an absolute tragedy. If I did not have people that could facilitate my online life, I probably wouldn't be able to do what I do. It just breaks. It just doesn't work. Like, they're. Why is your phone not. And I'm like, see, you can't download this. Why isn't she able to do that? What's wrong with her phone? Everybody. And I'm like, it's not just me. It's like the phone already knows it doesn't want to do it. It already knows that I'm not into it. So they're, like, not working.
Elizabeth Day
I wonder how much of it. Because you, like me, grew up analog and then transitioned into digital. Yeah, yeah. Let's talk about childhood and what that was like for you, where you got your creativity from. You grew up in Chicago?
Anastacia
Yes, Yes, I grew up in Chicago, and definitely a kid's kid. We're outside a lot, riding bikes, roller skating. But Chicago also has snow, so we were outside in the snow and ice skating, and it was all about going outside and playing or locked to the television. So that was like the way that life worked in our bubble of which my sister, me and my brother.
Elizabeth Day
And can you remember the first piece of music that you heard that really spoke to you or the first person that you were obsessed with?
Anastacia
Well, when I was young, my mom had a lot of Barbra Streisand albums and Elton John, Billy Joel, too, and a lot of other Chicago and tons of Eagles. But for some reason, Barbara and Elton albums, the covers. And maybe Barbara, because she could sing so pretty. And maybe I thought that was kind of like my mom, you know, as a pretty voice. And Elton was. I think I gravitated to him because at six years old, I got glasses. And I kind of remember that being a defining moment of when my mom said I needed glasses. She said, I did. Like, yes. And I did the whole, like, my life is good. She was quite surprised at that. But I think because I was visually stimulated by his records having different glasses. And I think that I was cool like him.
Elizabeth Day
Talking about this transition from analog to digital. You were in New York in the 90s. What an era. What are your memories of New York in the 90s.
Anastacia
I grew up in New York in some of the 80s. Cause I was quite still young and still in high school when we moved from Chicago to New York. And the move was hoping my mom could get on some more Broadway.
Elizabeth Day
She was an actress.
Anastacia
Yeah, she was a musical actress, my mom. And I think that was the purpose. Once we did move there, it was very, very apparent that my brother, who is cognitive brain dysfunction, it was not a city for him. We were in Manhattan. It definitely was not a thriving place for Brian. So they only stayed for about three years and then moved to California. I immediately was like, I love New York. And I stayed after high school and just decided to stay in New York. So for me, my growth as like young, late teens and twenties manifested its life in New York. And I realized I became me. And also the people I ended up hanging with like had their own identities and they were quite sure of who they were, but also really okay that I was kind of wide eyed and innocent, but they kind of just took me in. And a lot of the families were different. People were Ecuadorian family and a Puerto Rican family and a Dominican family. They were all like Latin and like Haitian. So they all were family oriented but not white. And so for me, I think I learned different cultures being around New York and learning that different cultures were fun and exciting and I adopted different energies from the cultures and I just loved it. Prior being in Chicago, my mom being a thespian, everything was at my house. There were gays and drags and you know, black, white, brown, everything. So it was all accepted from my childhood, but I'd never adulthooded it. You know, I never went out there myself and met friends. You know, I was kind of like a little bit of a shy kid. My mom was like, don't lie, don't wear makeup. You know, I was very, very more on the sheltered side. And she instilled fear in a good way, my mom. So it was kind of like when I went to places and my dancing didn't start till about 18 by the way. And I went to clubs because my mom knew the guy that owned the club. And so I'd go to the club and I'd get to dance all night and then take a cab there, take a cab, got back. But my mom said, here's money for a soda or an orange juice. But her whole story was like, you take that the minute he pours it, you keep your eyes on it. You put it in your hand and you go into the bathroom and you go into A stall. And you drink that. And unless you drink the whole thing, you put it down, you can't drink it anymore. Someone will spike it and kill you. Like, literally had me terrified. But at the same time, rightly so. I was single, focused on dancing, single, focused on, I'll just have a little soda and everything's good. And my life was easy, you know, come and kiss me when you get home. All her reason for it was she wanted to smell that I didn't drink alcohol. I was like, are you kidding? I wouldn't lie to her. It's like my biggest fear.
Elizabeth Day
Smart, smart woman.
Anastacia
She was a very, very. She had her techniques going on.
Elizabeth Day
Yes.
Anastacia
Fear never hit us. The fear of hitting was probably the bigger fear because nothing was ever done to us. She was like, if, like, teeth clenched, don't you put the. You know. So we were like, okay. You know, you're just sort of like these kids that did what she said for us to do.
Elizabeth Day
All the more impressive because she was a single parent. And you've written so movingly about your dad in one of your biggest hits.
Anastacia
Yeah.
Elizabeth Day
How are you feeling about that relationship now?
Anastacia
Well, I don't have a relationship with my dad. And so that was pretty much what the song was about. And I sort of left it as I'm able to say, don't have a relationship with you, and I leave it out the door. I don't talk about it, but it was enough for me to be able to get out a song that allowed me to write Left outside alone with a theme going, yeah, this is. Believe it or not, this is becoming about my dad. Didn't mean to write that, but okay, that's good. That's out. You know, all my songs have been a very good step into therapy, and not all of them have been told what they're about, but I did feel quite surprised that I had written one, sort of. And it. It helps. I think everything like that therapy or whatever can help your closure in your own spirit about how something made you feel, whatever that may be. And I really enjoyed that song because it had such power in the words, you know, the words, actually. And the song itself is powerful. It's a very big song and became one, if not my biggest song in my career. And how ironic it was about something so sensitive or something so close to, you know, nobody. I don't talk about my father. I don't talk about my past, because it is what it is, you know, it's just my part of my life that I. I have, however, writing about it made me feel really good to share it but not have to go deep.
Elizabeth Day
Yes. Well, I know so many people who've been helped by that song, so thank you.
Anastacia
And sometimes it could be about a boyfriend.
Molly Sims
Yeah.
Elizabeth Day
That is how I first heard it.
Anastacia
I was thinking. I know most people did think it was about that, but I was like, well, I. I don't wanna lie. But it just happened to be. And they were like, oh, wow. So it definitely keeps something honest and something to be mine.
Elizabeth Day
Totally understood.
Home Depot Advertiser
Yeah.
Elizabeth Day
Technology, how do you feel? Okay. Aside from your own personal failure with it.
Anastacia
Right.
Elizabeth Day
How do you feel about its impact on music?
Anastacia
I'm sad and happy. I'm sad, sad that musical artists, writers, and people that work so hard on their music are not making the money that they should make because now all these new platforms are streaming their music and they are making more money than the artist is making because they own the platform and you're just lucky enough to be on it. It's definitely not what you would be making if you sold physical copies. So that's the unfortunate part. The thing that I think is also positive is that people that do have talent have a way to facilitate and get their music out to so many places, not just where they live and go on the corner of the street and try to sell, you know, a CD or, you know, try to just have one little place that people go to. Then there is. The amount of music out there is super saturated. So the great music can get lost. Because everybody wants to be a musician, like everybody. And really you can, you know, and you really can be a musician and you can actually make yourself sound better than you are. And now that, once again, technology is technology. AI are writing songs and AI are singing similarly to an artist. When I was young, it was about standing outside and waiting for the release date. And that release date meant you, like, waited outside the store and hoped they didn't sell out before your 3 hours or 10 hours or 24 hours of waiting in line for your product, your favorite artist, and now it is, you know, like one song off the album you'll take. You know, it just. Just doesn't get the whole vibe of what it was to create a whole album. It was like a story arc of the way you used to write before, and now it's super singles and. And it's just changed a lot. And if you don't know it and never experienced it, I think it's okay for the younger audience. So they don't really get the uniqueness of what it was like. But I'm glad I experienced that because if I didn't, obviously I wouldn't have as much sympathy as I do for even musicians today. I have tremendous amount of sympathy. I don't know what to tell musicians today, to be fair.
Sponsor Voice
Good luck.
Anastacia
Just get another vocation in case this becomes hard because it doesn't mean you're not talented these days.
Elizabeth Day
That was an amazing answer. Thank you so much.
Anastacia
That was probably 12 of your questions.
Elizabeth Day
Just. And I feel exactly the same. And I feel so grateful to have had that experience of saving up my money for a Madonna album that came in like a little cassette tape and
Anastacia
literally opening up the cassette and looking at all the words and looking at the pictures and look at who did sing backgrounds. Like, you end up kind of going, oh my God, you know what? This person sang backgrounds on. This person's like, you start to love your artist enough to see that, you go, oh my God. Michael Jackson had the same singers as Luce Vandross. You like, you just really got to be musy.
Sponsor Voice
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Elizabeth Day
Your second failure and you mentioned how important it was for you to get glasses at that young age cause it made you feel closer to Elson. John, your second failure made me laugh. Not securing the world's biggest glasses deal yet.
Anastacia
Yet still out here folks. Still out here. Still wearing glasses. Still have a great, great eye for glasses you do half the time everyone's like, oh, my God, I love your glasses. I wear so many different shapes that it's not about one shape suits one face. I think people now are really into wearing glasses with the tint. So I think if now it's not even like the second thought is there. Like, I would love to have like a spec Savers type of situation, because it's not about paying a lot for glasses. The fun part is if you need them to see, you could put a little tint in your glasses and they could always be there. And you can also get the transition glasses. And I just know so much about glasses that I think I would add so much.
Elizabeth Day
You would. And have you ever been offered a deal ever?
Anastacia
I've had little special collaborations with different companies, but never a thing that I think would be. I'd love to be able to long haul it. Not major, but just like this little niche that I am, it doesn't always have to be like just my little niche with your big old company. My little niche that works for me will always kind of work for people that like a tint, you know, Talk
Elizabeth Day
to me more broadly about glasses, though, and what they represented. So when you were told you needed them, as we've heard, you fist bumped the air and you were thrilled. But is there something deeper here about kind of body image and how you wanted to present yourself when you get older as a female artist?
Anastacia
I decided to put a tint in my glasses primarily because when I wore glasses and they were uniquely shaped, they didn't have a tint. And guys more than I want to care for would always call me a sexy librarian emoji throwing up. So really, dude, Bye. It was just a big, big terrible. Didn't work for me. So then I was like, what if I put a tent, like a little tint in them and sort of create them to sort of feel like they're not like library glasses and they're, you know, kind of like cool glasses. So then that's where the tint came from.
Elizabeth Day
Okay.
Anastacia
And so probably mid 20s, I started doing that, and then it was cool. But then at night, people would be like, why are you wearing. Why are you wearing your sunglasses that night? And I'd be like, would you like to try them on? Would you like to have your eyeballs separate from its aura? You know, like, they were very necessary. And then they're like, oh, you need them. I'm like, do.
Sponsor Voice
Yeah. Yes.
Molly Sims
Yeah.
Anastacia
They're purposeful.
Elizabeth Day
Talk to me more generally about the sexism that you experienced when you started out in the industry,
Anastacia
in what way
Elizabeth Day
did you have record bosses wanting to package you a certain way because you looked a certain way?
Anastacia
Well, when I got my deal, no, I did not have anyone wanting to package me differently than what I had performed on stage with. They really understood everything that I was prior to that. I. I don't think anyone knew what to do with me. So it wasn't like they wanted to put me in a dress. They just didn't understand my rock meets blonde girl. Sounding completely Tina Turner, soulful and a little bit of a town boy. But everything I did was a contradiction of everything I did.
Elizabeth Day
Yes.
Anastacia
You know, and I think that was their reason to not understand it, you know, and even on the show, the cut Drew Hill said, well, you know, I think if you take off that hat and, you know, we could see what's underneath all that. I think you look like you kind of cute underneath that. And I was like, well, that's why you're not what I'm doing it for. Not trying to please the man who needs me to look like a pinup doll. I wasn't that kind of girl to be your trophy. And I was very like that my whole life. I didn't wanna be seen as a object. And so maybe it was part of my way of dressing and stuff. So that avoided that.
Elizabeth Day
Good for you. I mean, that strength of character from that early an age is rare, I think.
Anastacia
I really just feel like it was what made me happy. And I also liked not being, like, picked up by guys. Because I just. I don't know, I just thought guys were so corny in that way. Cause they would pick you up the same way. Like, there was nothing unique. And I was like, ugh. You know, also, I was really shy, so I didn't probably want to be picked up. And so I probably made it really easy for them not to. If a guy approached me, I'd be like, what do you have to say? Like, I wouldn't be like, oh, what do you like? I didn't know how to use that femininity. Like, I always think that women that do that. You go, girl. I had no. No girl game inside my soul. It was definitely. I think I was way more wanting to make somebody laugh. You know, I always called myself, I have a great personality. I never saw myself as the pretty girl, you know, getting all the guys. I was like, the guys like me. Cause I'm one of the dudes. And the girls like me because I'm not intimidating. So I always felt like that was a great mix for me. Cause I could hang with the guys and I could hang with the girls and that was comfortable to be able to be that part of being a teenager into 20s.
Elizabeth Day
How do you feel about femininity now?
Anastacia
Oh, I love all of it. Well, I'm definitely a lot more comfortable in my skin as a human that I still don't do the know how to get what I want by turning on a girl thing. I still feel quite guilty to do. I don't know, it's just not in my nature to be like, oh my God, I'd really love that purse, you know. But if some woman does that, I'm like, you go girl. I am not mad at your game. Like I am not a hater with that. I just have never been able to do that. I think I'd probably laugh in mid sentence.
Elizabeth Day
I love how pro women you are. Yeah. And you have done so much for women over the course of your life. I mean, I mentioned you are a survivor of breast cancer. You set up this extraordinary fund for younger women. How important has that been for you?
Anastacia
When I got cancer, it was not the typical way I went in for a breast reduction. So then I found out I had cancer. And then the whole purpose of finding out that the higher number of all women that get cancer is like 75% but not genetic. And then I'm kind of like, wait, I thought it was probably the opposite. And I'm okay, mind blown. Wait a minute, let's have a discussion. So what doctors are saying, we don't know scientifically everything to tell you you can't, you shouldn't do to not get this type of cancer, which is there's a big broad, environmental, stress related, food related, you know, da da da, da. So what, are you gonna just not do everything? No, you have to sort of just hope that you don't get it. That really is the bottom line. And so knowing that truth, I felt, oh, I need to tell people. Cause I had no clue. And I really feel more jazzed to want. And almost because when I found out I had cancer, not knowing anything about stage or anything, I found out on a Friday and Saturday night, my press record people said, the world news knows you. They want a statement. And I was like, are these statement things real? Like you really just. I never made a statement. I don't know. And so, you know, I just had them write something and I just felt like, dude, I haven't even told my friends and family members like I'm just trying to be like, I'm dying. So that built up, like a little bit of a rage, some anger also kind of. I don't want to use all the anger, but it was like, didn't know this answer. Didn't know the percentage. Now they've taken away the ability of me being able to say my truth. Oh, I'm going to be loud. I'm going to tell people cancer gave the wrong girl cancer. And I have a platform, so I'm going to use it. And if it's my only platform that I have for a short period of time, I'm going to go there, because I don't know how long I have this, and I don't know how deep it's going to go. But if I can save lives by telling them what this actual truth is, then I'm going to do it. And then I just continued doing it. And I didn't expect it to turn out to be me actually saving lives. Me actually being the advocate. Me actually being what people call a role model. Like, that was not. It was purely survival mode of how dare you take away my ability to tell people it. Which I was going to do anyway. Like, I told the doctor I was gonna do it, and he was like, I don't know if you should do that. And I was so like, wait. So all of a sudden I'm hearing it's 75%. Then he tells me, I don't know if you should tell people. And I'm like, wait, why? And he said, well, a lot of women, they just get so ashamed, and they feel like less of a woman, and they don't want that to be their defining moment. And I'm like, but it's not their fault. Like, literally, I'm telling him, I'm like, but did they go, okay, I'd like a tuna sandwich, some cancer and a Diet Coke. Like, they're not asking for it, so why? Oh, now they. Now it's their fault. Oh, no, we need to talk about this. It's not your fault. It's not. Period, point blank. Husbands, support your wives, you know, sons, support your moms. Like, everybody support the women. You know, this is a family disease now. When a woman gets it, everyone's affected, and we need to, like, be smarter about it. So that's. That's sort of what it did for me, which is just put a fire underneath my soul to want to get the stats out there and then tell women. It's earlier now, and things are getting better with research. So Check it out. Earlier and early stage is a really great way to find it. Look at Jessie J. You know you find it early and you do have a lot of ways to facilitate doing things and having your hair or just getting monitored from them on. Also they have ways for you to keep your hair where 25 years ago it really wasn't as easy. So times have changed with the stigma of the word cancer. So I do try to tell people to advise earlier mid-30s, go get a checkup. And young women are like yeah but it's expensive, I can't get it on my, you know, insurance. And I'm like okay, this is my perfect idea that I thought in my head if I was not able to afford it this is what I would have done. Like this is called self care. So you have a self care birthday and the self care birthday is telling people, sending an email out this is my self care year birthday and I'm gonna go and get a mammogram but I have to pay for it and I don't want presents. If you can give me five pound note like help me try to self care myself. I'm scared, I'm this, I'm that. But Anastasia told me that I've gotta go get it and at least if I'm 35 and I'm in a good place, you know we're then another like four years do it and then eventually you're gonna, you're gonna kind of know where you are and what's happening in your, your cancer possibilities in breast cancer. And so what ends up happening ironically is that people really appreciate that you're self caring and you also send the message to them to self care. And so it's like a double edged sword. So you're also helping somebody else. Not only are you taking care of yourself but by saying that you put something in somebody else's head. And I said and then they, maybe they don't give you £5, maybe they give you £25. I said and then most of the time you can get a mammogram, you can get a pair of shoes, maybe a purse. Like you do realize that self care birthdays are really self caring. So you actually do get a present out of it and one is probably early stage cancer or which most likely is a situation, you're fine.
Elizabeth Day
Peace of mind.
Anastacia
But it's peace of mind to your friends, to yourself and then hopefully you've inspired somebody else to do it.
Elizabeth Day
I think that's brilliant. Self care birthdays, right? And thank goodness Anastasia that You got loud. I think that that story is such a great example of. Of a woman using her rage for good. And we as women have been told for so long that our anger is unhinged in some way or quote, unquote hysterical.
Anastacia
Right.
Elizabeth Day
Or whereas men are allowed to be righteously angry.
Anastacia
Oh, gosh. Yeah.
Elizabeth Day
And I love that. That story shows you how anger can be such a radical tool for change.
Anastacia
Right. And what you do is the anger. I can always deliver anger with humor.
Elizabeth Day
Yeah.
Anastacia
I call my titties toxic titties. You know, they're my tatas. So it's a good way to try and make something negative, positive. So the word cancer, I didn't like it, but I looked at the first three letters and I was like, oh my God. I was like, can. Okay, I can deal with this. There's like another thing in this word that now just takes out. There's no way. It has no power over me. So you just, you have to find the little bit of positivity in something that you know is not great. But to look at it and be able to look at it in some kind of perspective of better, it loses negativity. It loses its power of taking you down. It just does anything you do. Divorce everything. Sometimes the negative is there to take you down, but you have to find some way to make a negative situation positive.
Elizabeth Day
Everything that this podcast stands for. Thank you so much for talking about that.
Anastacia
Love it.
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Elizabeth Day
Your final failure not writing a less complicated song to sing on days when your vocals are a bit tired.
Anastacia
It is the most thought of way that I think every time I go in. I'm writing songs right now in my life. And I always say, I mean Sade, she's like unique, fabulous, but this is no ordinary love. I mean, you can do it. And I wonder if you knew, like what, what am I doing? Like what, how. But I don't know how to do that. The cleverness of her, the brilliance. There's only one Sade, but I guess because I like to make everything colorful and I like to write the passionate and thought provoking and I write very complicatedly vocal songs. And maybe it's because I can and I choose to, but if I have, my easiest song I think I've ever written is Sick and Tired, like super. There's no real high notes in there and everything. And I find that that song is the least complicated vocal song I've ever done. But it's still quite, you know, it's quite meaty. It's still meaty. I'm still hopeful. I'm still hopeful for that song that has possibly five notes in it. That would be awesome.
Elizabeth Day
But I think also because you write about so much that is meaningful and so much of the life that you've lived that maybe there is no way of.
Anastacia
No, it's just me. Like, it's just me. And maybe the drama I like to bring to my vocal, that it's just been what ends up happening and maybe working with the producers. I mean, I wrote not that kind of. I don't know, I was like 26 years old or something and I wrote like a bluesy, talky, singy thing that was kind of, you know, it was. We can call it. It was a ballsy girl song. I wrote it where I'm just coming out all the time, you know, just coming out with a thing, coming out with the. The way I am, you know, from the jump and not much music, you know, just coming out almost acapella, like, oh wow, all right, she's going there.
Elizabeth Day
I'd like to draw this To a close by talking about something that I believe has connected all of these failures and everything that you have discussed so eloquently. And it's mothering. And you and I have something else in common. I tried and failed to be a mother in the biological sense.
Anastacia
But the word failure. I know you agree. We didn't mean to say it. I know you didn't mean to say it. It's not a failure. Just wasn't in the cards.
Elizabeth Day
And I want to thank you for that because you are one of the only people who I can remember talking about this when I was going through it and facing the prospect that I would be on the other side of the. Exactly, Exactly. You were clutching at your stomach. And it was exactly that. There was so much sadness attached to. It did feel like my failure at the time. Even though it doesn't now. And I'm so at peace with it. And I'm so passionate about saying there's creativity and fulfillment on the other side.
Molly Sims
Yeah.
Anastacia
And I want women to know we're more than the capability that our body can produce life. We're more than that because inside of us, we have all that. Even if you don't have a child, you are mothering to friends. You are mothering to your job, you are mothering to a dog. You are mothering to your friends. So you can do all the things that come naturally to our absolute makeup as women. And I did think I would have loads of kids. My sister and I were the two sisters that she said she would be the auntie and I would be the mommy. And then she is now kind of taken over guardianship of our brother who's disabled. And her and I are kind of like mom and dad. So I kind of go out and do more of the work. She's kind of has to stay at home a little bit. But now she can come on the road and do the tour part. But she used to travel all the time with me. And once my mom got to a certain age where we really just felt like Brian probably just needed a little bit more focused assistance, and my mom was willing to let us take over that it was more, I think, just her level as a woman. Having children in the mid-60s, having a disabled child as her third child, she didn't want to face that. She was more. He's just a late bloomer. He's okay. Don't worry about Brian. He's fine. He's gonna be fine. You're gonna get married. You're gonna have your own place. You're gonna do this. She had really, you know, pink, rosy glasses in an optimistic way. And I have to understand that because I am not a mother, I have to understand the feeling that it would feel because in my mom's time, when she was young, they went to a separate facility and you never saw those children. So I have compassion for the fact that she didn't want him diagnosed in that way. But Sean and I knew he was just. He's like caps out at second grade maths and everything. You know, he's not. He's just. He's like the person who's taken the most advantage of because he doesn't have that filter of, you know, get over. He. He did learn how to lie. And then that's been the worst thing because he's a terrible liar. When he learned how to lie, we had to kind of let him know that it's not a bad thing. It's a bad thing. But when we realized how his brain is. Brian is kind of like a 24 hour guy. Not officially, but the way that you almost have to keep reminding him. Because if you think of an 8 year old kid, when they turn 9 and 10, they kind of learn that facility. It's like when you say you want to bottle up your kids. We got like, win, win chicken dinner. You know, we got Brian that you sort of have to just go, we're gonna have to have a maid come and clean when Shawn goes out of town, because we know he's gonna clean his toilet. But is he gonna clean his toilet? We'll have to count how many underwears he has in the laundry to know did he wear it three days in a row.
Elizabeth Day
But there's so much love there.
Anastacia
Yeah.
Elizabeth Day
And I really appreciate how much you show up as a mother for so many people that you haven't even met. Like, beyond your family, through your work. Thank you so, so much. Thank you for coming on this madcap little podcast.
Anastacia
I love it. I love it. And it was like, you know, and it was kind of wild. Cause when of course I heard how to fail, I was just like, no. But this is how I look at failure. Are all the things that you're like, mm, you know, I don't look at my life as what could I done better? Because I think when you do something, you're like, oh, I could have done it. You do it better. And that is not, you know, I don't want to be the repeat offender. I want to be the one that goes, hmm, I could have thought of a better way to facilitate that. But you have to go through these things as a human and have a lot of bumps in the road to go. Yeah, I got that. And so I love this whole philosophy of learn.
Elizabeth Day
Yes, it's all a lesson from the universe.
Anastacia
It's all lessons. Yes, it's all lessons.
Elizabeth Day
Anastasia, thank you so much for coming on how to Fail.
Anastacia
Thank you for having me.
Elizabeth Day
Thank you so much for listening and watching. This episode has been brought to you
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Elizabeth Day
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Release Date: July 1, 2026
Host: Elizabeth Day
Guest: Anastacia (singer-songwriter)
In this intimate and uplifting episode of "How To Fail," Elizabeth Day welcomes global pop superstar Anastacia. Together, they track Anastacia’s journey from childhood in Chicago to stardom, reflect on how "failures" shaped her artistry, and discuss everything from body image and authenticity to breast cancer advocacy, technology, and redefining motherhood. Anastacia’s forthright humor, warmth, and resilience shine through as she shares both the challenges and joys of her life and career.
“They were just jobs so that I could pay bills. So I never really looked at it. It really needed to happen.” (05:42, Anastacia)
“If I was looking at the artist that I was looking at to see if I could find a me in there...I was definitely not in the sexy category...And I would try to work with producers and sing a little different. But…the more I continued to try to have a career in my 20s, it just seemed futile because I didn't fit the mold, and I also didn't sound the mold.” (08:16, Anastacia)
“If I did not have people that could facilitate my online life, I probably wouldn't be able to do what I do...The phone already knows it doesn't want to do it. It already knows that I'm not into it.” (14:08, Anastacia)
“All my songs have been a very good step into therapy, and not all of them have been told what they're about, but...writing about it made me feel really good to share it but not have to go deep.” (21:32, Anastacia)
“Musical artists, writers, and people that work so hard...are not making the money that they should make because now all these new platforms are streaming their music… On the positive...people that do have talent have a way to get their music out to so many places.” (23:59, Anastacia)
“Still out here folks. Still out here. Still wearing glasses. Still have a great, great eye for glasses…” (31:43, Anastacia)
“And guys more than I want to care for would always call me a sexy librarian emoji throwing up. So really, dude, bye.” (33:23, Anastacia)
“Not trying to please the man who needs me to look like a pinup doll. I wasn't that kind of girl to be your trophy.” (35:37 & 35:53, Anastacia)
“If some woman does that, I'm like, you go girl. I am not mad at your game. Like I am not a hater with that.” (37:55, Anastacia)
“I can always deliver anger with humor. I call my titties toxic titties...The word ‘cancer,’ I didn't like it, but I looked at the first three letters and I was like, oh my God. I was like, can. Okay, I can deal with this.” (46:39, Anastacia)
“I write very complicatedly vocal songs. And maybe it's because I can and I choose to, but...I’m still hopeful for that song that has possibly five notes in it. That would be awesome.” (49:28, Anastacia)
“We’re more than the capability that our body can produce life...inside of us, we have all that. Even if you don't have a child, you are mothering to friends, you are mothering to your job, you are mothering to a dog...” (52:55, Anastacia)
“I don't look at my life as what could I done better? Because I think when you do something, you're like, oh, I could have done it. You do it better...you have to go through these things as a human and have a lot of bumps in the road to go. Yeah, I got that. That’s the whole philosophy.” (57:00, Anastacia)
On Not Fitting In:
“The more I continued to try to have a career in my 20s, it just seemed futile because I didn't fit the mold, and I also didn't sound the mold.” — Anastacia (08:16)
On Authentic Songwriting as Therapy:
“All my songs have been a very good step into therapy...I really enjoyed that song because it had such power in the words...it helps your closure in your own spirit.” — Anastacia (21:32)
On Being “Packaged”:
“Not trying to please the man who needs me to look like a pinup doll...I wasn't that kind of girl to be your trophy.” — Anastacia (35:53)
On Cancer and Advocacy:
“Cancer gave the wrong girl cancer. And I have a platform, so I'm going to use it...If I can save lives by telling them what this actual truth is, then I'm going to do it.” — Anastacia (38:50)
On Redefining Failure in Motherhood:
“We’re more than the capability that our body can produce life.” — Anastacia (52:55)
On Humor and Resilience:
“I call my titties toxic titties...The word ‘cancer,’ I didn't like it, but I looked at the first three letters and I was like, oh my God. I was like, can. Okay, I can deal with this.” — Anastacia (46:39)
| Timestamp | Segment | Key Topics | |-------------|------------------------------------------------|-------------------------------------------------------------------| | 03:01 | Introduction to Anastacia | Career highlights, breast cancer story, humanitarian work | | 08:16 | Fitting In/Not Fitting In | Struggles in music industry, authenticity | | 11:01 | Steven Spielberg’s Wedding | Humorous celebrity encounter | | 12:24 | Schwarzenegger’s Birthday | Performing repeatedly, industry oddities | | 14:08 | Failure 1: Technology | Tech woes, growing up analog | | 17:14 | Childhood in Chicago & New York | Early creative influences, moving, diverse NYC culture | | 21:32 | "Left Outside Alone" and Father | Songwriting as therapy, absent father | | 23:59 | Technology’s Impact on Music | Streaming, loss of album culture, empathy for new artists | | 31:43 | Failure 2: Glasses Deal | Eyewear persona, body image, sexism avoidance | | 35:37 | Sexism and Image | Defying expectations, not “pleasing the man” | | 37:55 | On Femininity | Supporting other women’s choices, authenticity | | 38:50 | Cancer, Anger, and Advocacy | Rage as change, self-care birthdays, industry stigma of illness | | 49:28 | Failure 3: Complicated Songs | Vocally demanding music, songwriting process | | 52:55 | Redefining Motherhood and Failure | Non-biological nurturing, family dynamics, embracing different paths| | 57:00 | Final Insights | “Failure” as a lesson, philosophy of growth |
The conversation is candid, funny, and deeply compassionate. Anastacia’s voice radiates authenticity and warmth, moving seamlessly from laughter and self-deprecation ("emoji throwing up") to raw reflections on pain and loss. Elizabeth Day creates a safe and supportive environment, drawing out meaningful stories and resonant truths.
Anastacia’s journey shows how so-called failures—industry rejection, personal hardship, health battles, non-traditional paths—became the foundation of her success, her music, and her advocacy. She reframes every setback as a step toward self-knowledge and healing, leaving listeners with a sense of empowerment and hope: it’s not about fitting in or getting it right the first time—it’s about growing through every lesson along the way.