The Bossticks - Rachel Zoe On How To Stand Out, Break Through, Stay Relevant, & Build Your Name
Episode Date: April 21, 2025#832: Join us as we sit down with Rachel Zoe – entrepreneur, global fashion authority, media personality, venture capitalist, philanthropist, & devoted mother. After gaining worldwide recognition as... a top celebrity stylist, Rachel has since built a multifaceted career spanning her hit Bravo TV show, The Rachel Zoe Project, two New York Times bestselling books, the creation of The Zoe Report, and numerous philanthropic ventures. In this episode, Rachel reflects on her breakthrough campaign with Tommy Hilfiger, how she balances a high-powered career with motherhood, her one-of-a-kind approach to styling, & the pivotal moments that shaped her iconic journey! To Watch the Show click HERE For Detailed Show Notes visit TSCPODCAST.COM To connect with Rachel Zoe click HERE To connect with Lauryn Bosstick click HERE To connect with Michael Bosstick click HERE Read More on The Skinny Confidential HERE Get your burning questions featured on the show! Leave the Him & Her Show a voicemail at +1 (512) 537-7194. This episode is brought to you by The Skinny Confidential Head to the HIM & HER Show ShopMy page HERE and LTK page HERE to find all of Michael and Lauryn's favorite products mentioned on their latest episodes. This episode is sponsored by The Skinny Confidential Refresh your routine. Shop The Skinny Confidential Anniversary Sale at shopskinnyconfidential.com from April 22nd - April 25th for 30% off SITEWIDE! This episode is sponsored by Squarespace Go to Squarespace.com for a free trial, and when you're ready to launch, squarespace.com/SKINNY to save 10% off your first purchase of a website or domain. This episode is sponsored by ARMRA Go to tryarmra.com/SKINNY or enter SKINNY to get 15% off your first order. This episode is sponsored by NOBULL Visit nobullproject.com/tsc for 30% off your entire order. This episode is sponsored by Branch Basics Visit branchbasics.com/SKINNY15 and use code SKINNY15 at checkout for 15% off + free shipping your first purchase. This episode is sponsored by Nowadays Visit trynowadays.com and use code SKINNY at checkout for 20% off your first purchase. This episode is sponsored by Good Ranchers Visit GoodRanchers.com today and use code SKINNY to claim your free meat for a year and $40 off. Produced by Dear Media
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The following podcast is a dear media production.
Hi guys, it's Katie from the Skinny Confidential team.
Just wanted to pop in here quickly to let you know on Wednesday, April 23rd at 4.30 p.m. Central time.
Lauren will be going live on the Skinny Confidential Instagram account to do a pregnancy Q&A.
She will basically be peppered with questions by you guys, the audience, and she will answer each one by one.
You can ask her anything and everything under the sun.
Nothing is off limits here.
So we'll see you there on Wednesday, April 23rd, 4.3.
30 p.m. Central time and bring all your burning questions for Lauren.
She's a lifestyle blogger extraordinaire.
Fantastic.
And he's a serial entrepreneur.
A very smart cookie.
And now Lauren Everts and Michael Bostic are bringing you along for the ride.
Get ready for some major realness.
Welcome to the skinny confidential, him and her.
We are talking to someone today who has built a powerhouse brand.
She's a mother of two and she is going to get.
give you the tips to succeed in one of the most competitive industries ever. We talk about breaking
into fashion, styling A-listers, and surviving the industry today with the one, the only, Rachel
Zoe. She really is an entrepreneur. She's an icon. You guys, everyone remembers her from the Rachel
Zoh project. It was a total hit Bravo TV show. She also has two New York Times bestselling books
and the Zoe Report. I found her in person to not only be like this total mogul and powerhouse,
but I also found her to be so warm, so cool, so gracious. This episode is one you don't want to miss.
And also, I want to tell you guys that you can go watch the episode on YouTube. That's really
important because sometimes people want to see a visual. And Rachel is wearing a fabulous outfit.
So I think this is a good one to watch.
I think you'll like it.
Head over to our YouTube channel if you want to watch it.
With that, Rachel Zoe, welcome to The Him and Her Show.
This is the skinny confidential, him and her.
How did Chris Jenner have six kids?
How did Chris Jenner?
Well, yeah, I've met her on the show.
Like, I think I know her, but I don't.
If you meet Chris, I've been fortunate to know her for many, many years
before all the kids were everyone, everyone knows today,
she's always been this amazing.
I mean, Chris is a force of nature.
I mean, I don't even know what she's a force of,
but she is there.
I mean, forget how many children she has, you guys.
She has like 20 green children, like, and multiple businesses.
Like, she is, Chris Jenner is someone that she's, you know,
we use the term like she's a queen.
She is like that queen.
I feel like you and her have something.
common where you make everything look effortless. That is very, very, very sweet. No, you both do
that. Like, I feel like you make the work and the family life just effortless. Listen, I don't think
any of this is easy for any of us, right? But I think there's this, you know, I've spoken recently
about this ability to compartmentalize when you need to. And I think if you don't, I don't think I
realized it about myself until maybe like this year. I've probably always had it, but I don't
think I ever paid attention to it. I think when you're someone that has to do a lot of things
or does a lot of things and has to do those things at a hundred or a thousand percent all the time,
you have to be able to, like, you know, segment them. You have to be able to. Otherwise, if something
goes wrong in one of those areas, it completely polarizes all areas, right? So you have to be
able to shut off different things at a time, I think. And I think Chris would probably say that she
does that a lot. I mean, she's running multiple empires with multiple children plus multiple
grandchildren. And by the way, she's one of the greatest friends to her friend. She is a girl's girl.
She is a girlfriend. And her friends, she's had like her whole, she's, you know, her birthday posts are
the funniest thing. I think Chris must post a birthday post for someone every other day.
That is true. That's so funny. It's so funny because in the, in the Kardashian show,
Kim was saying exactly what you just said, where she says she like mission impossibles.
Do you know what I'm talking about where she's like, I swear.
And that's like what you're saying.
Yeah.
You swipe.
You just deal with each thing one at a time.
You know what's crazy is I like read all this history and Napoleon Bonaparte.
There we go.
It's a weird direction to take.
We're talking about Chris Jenner, Michael.
It's a weird direction to take it.
I'm going to tell you.
But he would describe like all the things he was doing.
He said he was able to close drawers in his head.
Like he would pull things out and be able to deal with that and then shut a drawer.
And he would, it was compartmentalizing.
But I was reading it and I was like all these high performers have this thing in common where they're able to like isolate issues and like shut them off in their
mine and then take them out later. Interesting. That's actually really fascinating because I do feel like
that sometimes. Not that I would compare myself to that, but I think like, but there is this thing
where you have to do that or you cannot go to the next thing in a high functioning way. Have you
always been a high performer? Like when you look back when you're really little, how so? I think that
my parents would say yes, although they would follow that with saying if it was something she wasn't
interested in, there is a complete shutdown. Like it is, and I think if you ask my team,
they would say the worst thing they could do is force me to do something that I don't want to do
or don't believe in because I can't get myself there. And I think that I say that because I think
that I am for better or worse who I am, right? And I can't really change that. And I think I sometimes
wish I had the ability to like fake it a little more. And I don't mean in a way like I wouldn't be
nice to this person or whatever, I just mean like even just when I was very young, if there was
something in school that I wasn't interested in, it was like my brain quite literally just shut
down. Like I used to compare it to like an electric blind. It just like went like this. Like it just,
that blind just came down. Like if I started looking at like algebra, there was a complete blackout.
It was like, nope, I don't, I'm terrible at this and therefore I'm not going to try to get better at it.
So, but if I was interested in something, it was straight A's all the way. And I gave it 10,000 percent, which is how I knew I couldn't do something in my life that I wasn't interested in.
What was your first big break with what you were doing? You know, it's funny. I get asked that a lot. And I think that I would say there was many along the way, right? Like I would say there's different pivotal moments that that sort of changed the trajectory of what was coming next, right? So if if I think,
about it like from a public perspective it was probably when this writer for Women's
Word Daily wrote this huge article about my career and I think I might have been 25 years old
what year was this oh god I don't know I really don't know it was like I just know I was living in
my West Village apartment it was a good 20 plus years ago so it's like it really mattered to get
those write-ups back oh yeah this was like there was no such thing as a digital anything
What did the write-up say? It was on the cover of Women's Word Daily, and it said the education
of Rachel at the time, Rosensweig, which is my maiden last name. Zoe is my birth-given middle name.
I remember looking at it in polarized fear. Like, I woke up at like six in the morning. I was
like, what happened? Like, I don't remember if I was interviewed about it or if she just wrote it,
like, on her own, because they did that a lot. Like, it was sort of you participate or we're writing
it anyway. So, like, it's like you pick, like, do I,
want to contribute to this or not. And I've done both. And when I have, sometimes they twist your words.
And when you don't, now you obviously, like, record everything and like whatever. But it was different
then. But I would say in terms of styling, there were many moments. And I would say, I would say for me,
the biggest break of my career was hands down Tommy Hilfiger when I was 25 years old. I had been
working with his brother, Andy, who worked with like J-Lo and did these like denim lines.
and I would go in and pull clothes for different shoots.
And I guess Andy had told Tommy about me as a stylist.
And I was just up and I've been coming and I had just gone freelance.
And I didn't, I had one job.
But I had worked with like Britney Spears and I was starting to work a little with different musicians.
And Tommy called me into his office.
I was terrified.
And he was like, I want to hire you for my next campaign.
And I looked at him like, what?
Like it was like a total head tilt.
Like what do you talk?
I was the most insecure, like 25, like my whole life could end if I make the wrong decision.
And he said, I have a huge campaign.
I'm doing a week in Austin, Texas, with the hottest young actors in the industry, like 10 of them.
And then you're going to go from there to Los Angeles and you're going to style all the biggest male and female supermodels, like 20 of them.
Like everyone from like, you can't even imagine, right?
And I literally looked at him cross-side.
I didn't even have an assistant at that time.
Like I was like, what are you talking about?
And he looked at me and I said, I literally was like, why do you?
Why?
And he's like, because I know you can do it.
I think you're really talented.
I've seen what you've done.
And I was like, what?
And I really, I had a full pan.
I left his office like in a full panic attack.
Like I remember thinking I might die that night because my heart was like coming out of my body.
And I did it.
And I did it.
and I took an assistant, I barely knew.
I had like 50 racks of clothes with me in every shape and size,
because it was boys and girls and men and women and actors.
So actors are not all, you know, at the time, every male, a female model was like, you know,
the size across the board, right, at the time.
But I was working with actors too, and everyone had different styles and different tastes.
I was, you guys, it was the scariest two weeks of my entire life.
And it was the hugest, most expensive, elaborate production.
He, like, recreated the White House in,
the Griffith Observatory. So he gave me my very first break. And after that moment, I started
working with like Britney Spears, Backstreet Boys, Enrique Iglesias. And I worked with them for like,
I mean, years and years and years and years. And then I moved to L.A. and shifted from music to
red carpet. What do you do if one of them wants to wear something that you don't like?
One of it, like a pop star, like a bar, in general a celebrity. If they want to wear something I don't
like, I don't bring anything I don't like. You don't. You don't. You don't.
I don't bring anything.
I don't like.
Okay.
What are they?
Like if I hate it, I won't pull it, but I will, if it doesn't look right, they will look at me.
Like my clients would always be like, you hate it.
I'm like, no, not at all.
And they're like, what do you want me to wear?
Then we'd go through the list of like, well, and then I'd break it down, you know.
But never anything I hated because I would always know that that would be the one that would get chosen.
When did you get into the Paris and Nikki days?
Because those were like, I constantly.
days, I feel like. Paris and Nicole days. I mean, that was 2000 and three, four, five, six, seven. Misha, Nicole Lindsay. Like, where you heard about them and like where you were? Well, yeah, I remember the day I met Nicole Richie. It was because I was working with her dad. I was styling Lionel and I was very close with him. It was one of my very most favorite people. I mean, how many Lionel Richie songs I made out with boys too is next level. I love Lionel Richie. I mean, I mean, I mean,
Are you kidding?
I like Ronald Richie.
Every time I hear Lionel Richie's song, I'm like, yeah, that was Paul, that was, you know,
and you literally go down it.
Yeah, yeah.
But anyway, so I was working with Lionel and he basically said to me, I need to ask you a favor.
And he's like, can you help me?
You help my daughter.
We're doing a really, we're doing Oprah together.
And it's like I really just, you know, if you could help dress her for that, that would be great.
And I was like, of course.
and at the time she was doing simple life with Paris.
You know, Nicole and I put her in this white kind of like cap sleeve, very fitted,
like with a sort of very fitted waist and a pencil skirt kind of skirt suit.
And after that, she basically called me and was like,
I've never gotten so many compliments, I've never, whatever.
Now I need you to dress me for everything.
And like from that point on, she became my sister.
And we literally did something every day.
And then, you know, Lindsay was right around then, Misha Barton, but also simultaneously, totally different than that was like, I was also working with Kira Knightley and Salma Hayek and Ava Mendez and Cameron Diaz and Kate Hudson and Jen Garner all at the same time. So there was like, you know, these young, amazing girls. And then there was also very talented, amazing, I guess, women. I don't know, both.
Were there other stylists like you at the time?
Because I don't remember any.
You know, I don't know because I, the stylist for the most part, were really mean to me when I moved here.
Of course.
They were really, it was the mean girl of mean girl situation.
You're so not a mean girl either.
I'm not a mean girl.
No, I could, I, you're warm.
No, I am the polar opposite.
In fact, I've, I don't in fact know how to be a mean girl, you know, I really don't.
It's easier to be nice.
That said, when someone is escaping, disgusting.
deceitful, lying, horrible person.
I feel like you're talking about someone in particular.
Oh, I've said, there's a, there's a top ten. But I think, I think in that, I think in those
moments, I do have like kind of these mental deaths for people. So I just, they do, you know,
I do cut, there is a, there's a line there. But, but, but I would say other than that,
like, I definitely am the opposite of a mean girl because I was mean girl my whole life.
And so I'm very sensitive about women and I'm very, I think part of the reason,
girls are mean is because there's always been very limited space for women. And there's this fierce
competition that if you're not the prettiest, the richest, the this, the that, the skinniest, the best
dress, the most, you know, whatever that those things are. But I think now hopefully we're trying
very hard to open more seats at every table across the board that will hopefully make women less
petty and root for each other rather than compete with each other. So you got shit even when you
were kindergarten and up? What do you think was the cause of that?
I think I was too nice.
No, I also think it's the way you look.
I'm just going to say.
You're cute, you're tiny, you're beautiful, blah, blah, blah, blah, everything.
I think it's the way you look, too.
I think that, listen, I think guys were always nice to me, girls were not.
Wow, that's a shocker.
So I think that also made it harder.
But I will say this, I always had two girlfriends, right?
So through my whole school life, there was two girls that I could say, like, these are my people.
The same ones, or you just would have to?
Yes, throughout my like school life, yes.
And then college, same.
I had like two or three besties.
And it wasn't until the last like honestly 10 years that I think I have hundreds of friends.
Like I've amassed a lot of friends over my career.
Like I have lifelong friends that I can go.
And even in the fashion industry that became life friends, right?
Where like I cannot see them for nine months.
And then I see them in summer and we will hang out every day as if nothing has changed and no time has passed.
And I have a lot of people in my life like that because I think people with busy lives have a mutual respect for each other and grace for each other that like you know we're not talking every day. You know I'm not even calling you every two weeks. But like you're my person and you know that. So I need people like that in my life. But I would say pretty recently in COVID, I realized that I needed some new friends because, you know, I think there's like a cleansing process that occurs over different points in your life.
I literally have the greatest friends
I don't even know what else to say I'm the luckiest person
I have the best girlfriends
How do you manage to stay so down to earth in the city?
Because it's not easy
In this city?
Well I'm from New York
Okay so you think that that helps
But you're here
I'm here, I'm here, I'm here
But I've been here 20 years
I've been here 20 years
This is what I would say
I would say that I've always been
Work has been my priority
And then shifted from work to my kids
and now my life is my work in my kids.
And I would say that I had to learn early on,
and maybe this is when I started to compartmentalize,
that you can't let people take you down that don't know you.
And you can't let things,
at the end of the day, I know this is going to sound so weird
because every time I say it, my team even laughs at me,
I'm this normal person living a crazy life.
And I don't even know what normal is.
But I can say that like, I have always been seemingly very normal in the industries that I've grown up in and chosen to work in.
Because they're frenetic.
They are volatile and they are insane.
And there is more pettiness in fashion and entertainment than probably any other business.
I'm not really sure.
But I think across the board, whether you're a hairstylist or a makeup artist, the stories that I have,
the things that I have lived through, the things that I've experienced, the things that I've witnessed
with other people, and the way, like, an agent who has, like, 20 of the best clients in the world
that their assistant just walked out and took them all with them. Like, you have to almost just be like,
you know what, nothing's going to shock me. I'm not letting that take me down. I'm not going to
let that ruin how I look at people. Because I think staying grounded is sort of the only thing you have
in this life. If you do not keep your humility, you try.
turn into an actual monster and I just am never going to be that person. I don't like people like that. I am
immediately deterred by people like that. I'm very put off by people like that. So what do you do
if you're styling someone and they're acting like a monster? You just won't work with them? I won't work with them.
I fired in my career for people. It doesn't sound strange when you say it. I think a lot of these people
that you're alluding to you like you could start to build this narrative when you start reading press clippings and thinking that that's the real thing as opposed to just like,
being who you actually are.
And you get these people that start to think that they're maybe breathing, rare air or of a different
breathe.
I mean, doing this show for as long as we've done it, you know, you see all kinds.
Yeah, of course.
And I always look at those situations like, wow, this person is really lacking self-awareness
when they're coming like that.
It's like they're just disconnected from what's actually happening.
And I know quite a lot of people like that that just walk into a room, cannot read it at all.
and it's hard to watch sometimes, like truthfully.
I really think that in this industry, in order to survive,
you have to be able to read that room.
And you also have to know when to leave that room.
Well, I also think that you can't read a room
when you have no one around you that's telling you the truth.
Yeah.
But hopefully you have it.
Hopefully you can read that.
You have to feed off your energy, right?
Like, your energy is what serves you.
And I know for me, and I am definitely not,
woo-woo, I would say, but I am definitely someone who senses an energy about somebody, and I
pretty much can, and it might be by experience. It might be by trial and error at this point,
because I don't know that I saw the red flags as clearly as I can see it now. And I think you have
to know, I'm not saying you have to like be mean to anyone, but you have to kind of know
safe distance, right? Yeah, I think that's like not even just for some of the people who
I think that's for anything. No, it's for anything. Personal life, professional.
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Yeah, people really get in a lot of trouble when they can't read the room and aren't self-aware.
And they're like going through life, missing so much of what's actually going on around them.
It's interesting to like watch those wheels start.
to kind of, because you just, somebody's just like going down this path that's like an absolute
disaster from everybody else around them, but they just can't see it. Yeah. Who's been your most
favorite client that you love, like friend, but also they just get it when it comes to taste?
It's hard to pick a favorite, but I would say I had some incredible moments with Kate Hudson. We had a lot
of fun. She's very much like my style so mate. Like if I had a hundred dresses in there and I had my two
favorites, she would be like, she would like go right to it. She would without saying,
like what's your favorite you know so I'd say like style wise we are probably the most connected
but I've had some you know Jen Lawrence moments like Ann Hathaway moments care nightly moments
that really like we're game changers for me just in terms of like what made me feel so just full
Jen Garner is one of the most magical people in the world we're still really a good friend how is she so
magical she just is it she's not normal like that yeah and what you see is exact
me who she is and that's why she's such a rare bird.
I'm waking up at 5.30 for cookies for my kids.
Cookies, that's like the good news.
She's already made like biscotties.
She's made pancakes.
She's already like probably gotten eggs from the chicken.
I mean, she is like.
I'm not making muskotties at 5.30 a.m. for you.
I'm sorry.
I am making Belgian waffles.
I'm not going to lie.
Oh, what's your recipe?
I mean, it's a good one.
Okay.
My son's obsessed.
I mean, they're not as good as the Beverly Hills Hotel ones.
No, those are good.
Those are game changers.
Those are game changing.
What makes you cringe when you see someone wearing something besides my pregnancy dress?
I love your pregnancy dress.
Pregnancy, I'm not joking.
I mean this when I say it.
Every time I see a pregnant woman, there is this like glimmer.
There is this little like spark of envy that I'm like, God, I wish I was pregnant.
And then it passes and I'm like, okay, I'm glad I'm not.
But I would say, honestly, you want me to be brutal?
I can't be brutal.
Well, it makes you, I know you have things that make you cringe.
I was watching the Grammys other day and somebody like wore a house on their head.
And I thought that was weird.
Well, someone wore nothing too.
That, I can't.
I can't.
I just can't.
I'm not even going to touch that, but I can't because I can't touch it.
Would you rather go nothing or house on your head?
House on my head.
There's no world I'm walking down a carpet with no clothes on.
I mean, there's no world that I'm doing that.
You know what, though?
It got people talking.
You know what gets people talking when someone doesn't wear no clothing.
That's true.
Because they talk about how good you look in that look.
That's true.
But you see, there's kind of the problem with the world is like, got some, you got everyone talking.
I'm like, would we always have to be talked about in this way?
I think you should be talked about in a way.
Like, she shut that carpet down.
Like, she looked like, you know, Kelsey Ballerini or Olivia Rodriguez, like in a vintage Gianni Versace gown that looked absolutely perfect for the Grammys.
Like, you know, talk about T. Swift's, you know, Ruby T. on her thigh.
Like, okay, let's talk about that.
We always talk about Taylor Swift, right?
Like, there are ways to be talked about, and I think to do something that garners that much to get a rise out of people, to me, off puts me.
I would say for me to go to your question, I would say, like, I am immediately put off by someone that is trying too hard to get people's attention.
To me, the most attractive thing is the seemingly effortlessness of how somebody looks.
So even if they look extraordinary, they didn't look like it wasn't supposed to be.
on them. You know what I mean? Like Zoe Kravitz, right? Sienna Miller. Like I could go down the line of
people that and then you have like the Nicole Kimman moments, right, that are epically perfect.
But you know she didn't try that. She did like she sat in the hair and makeup and the whole thing.
But she knew. She didn't do 16 fittings to get to that. You know what I mean? And I think
I think these are just a few examples of people that to me they never.
put me off. You know, what puts me off is the person that wears a house on their head to
garner that attention. And I just think to me, that screams bigger things of like, I need you to talk
about what I'm doing right now, you know? It's kind of like the swan. Remember the swan?
Burek swat. Yeah. Yeah, I do. I'll never forget this one. How could you forget the swan?
Can't forget the swan. I'm just noticing that my husband dressed up for you differently than he
normally. I feel like this is like your normal, no, what do you normally wear like a hoodie? Are you like a
cute hoodie guy? No, just a t-shirt. This is interesting. Here's a lot of hoodie guy? I think. I think
I just noticed this.
As I've gotten older, I don't like the idea of being a cute hoodie guy anymore.
Okay.
He's very...
But you look really painfully young.
Well, I'm not...
Yeah, I'm like almost...
I'm 38.
I'm not super old, but...
But I don't even have a four.
But I don't know.
You still deserve to wear a hoodie if you feel like wearing a hoodie.
I'm not trying to be like 20, though.
Let me tell you something.
Can I tell you I know 60-year-old men that only wear huddies at this point?
Not Michael.
Michael's very stylish.
Listen, I am living for this.
But I cannot imagine being a six-year-old guy trying to be, pretend I'm like not a six-year-old.
See, really, I know so many of those.
I like to, like, be in my era of my age.
Can I say something now?
Yes, please do.
When I see a guy, don't think I didn't notice the look, by the way.
I think he was waiting for you to acknowledge it.
I didn't know if this was like his daily norm.
No, it's pretty norm lately.
I mean, it looks Tom 40.
Are we in Tom Ford?
Yeah, what are you wearing?
Are you in Tom Ford?
I knew it.
I knew it by the stitching.
How do you know that?
Because it's flawless.
You know, I don't, we had a whole company meeting today.
We had a whole thing going on.
I don't want to be like in a hoodie and a sweats.
I don't know.
No, no, no.
For a whole company meeting and you're leading the company, don't wear it.
I'm not telling you to wear a hoodie.
I'm saying that like you could wear a hoodie.
Like I used to push it further when I was younger.
Now I just think like classic.
Yeah.
I can't go wrong.
And I'm not trying to like upstage.
You know, my wife's.
It's weird.
It's weird.
What if I'm sitting here?
Well, she's got the eyes.
So you can't upstage the eyes.
If I wore like a palace on my head and like a weird hoodie.
Let me tell you something about him though.
He has such good style to the point where he conied my closet.
He came in and was like, no.
You got a term you can say.
Everything.
I don't think we can say anything anymore about anyone or anything.
I know I'm over it though.
People keep telling me that.
People keep saying that.
I think it's going to swing the other way.
I think we'll be able to go back to saying certain things again.
I'm not sure what they are and I'm too scared to say anything.
I've been saying these things the whole nine years and people keep saying it once we're going to be able to
I would just be like, we've just been here saying things, you know?
Listen, I do want to say that when I see a guy, an absolute stranger in an absolutely random place, and he has a good outfit on, I will 1,000% tell him that he looks great.
Because a guy that puts in the effort to me is worth 10x what it is when a woman puts in the effort.
I know that that's a weird thing to say, but guys just don't give a F.
Am I like to curse?
Guys don't give a fuck.
They don't.
They just want to wear the same pants
in eight different colors
and eight different things.
They order it online
and they're like,
this fits me.
I want it in every fabric.
And by the way,
you may do that.
He does not do that.
He has a tailor.
I love that about you.
These guys,
these guys are like,
we're connected.
Oh yeah.
They see these dumb things like,
I need to get rid of decision fatigue.
So I wear a black shirt every day all day.
And I'm like,
is that such a hard fucking decision
to like just put a shirt and a jacket on?
What's it?
How many decisions are you making?
I mean, it took me honestly three seconds to just make a decision to wear this.
It wasn't that hard. I don't need to stare at a closet.
Well, that's not true because you picked it out for Rachel's podcast.
Yeah, but it was easy to pick out is what I'm saying.
That you had to take from Austin.
So let's...
You know where they get in trouble is when you have too many variations of like really loud
things. But if you just have like the classics, it's hard to...
It's the uniform concept.
See, excuse me.
So, okay, in the show because now Rachel said that I had effort and it's good and whatever.
So when you get dressed, how do you think about it?
Me? I don't.
You don't think about it.
I didn't know what I was.
wearing 15 minutes before I got here.
How do you do that? It's just natural. It's just how I breathe. It's, I don't. It's not,
it's like, it's like how a doctor would look at something and know how to treat it. It's,
I just, it's how I, it's, I don't think about it. So what? Do you look what flatters you,
like already? I do what I know, like, I have maybe like 50 pairs of black tux pants in different
fabrics and different weights and different whatever. And that's my, like, that's my go-to,
like how it would be someone else's like,
leggings or skinny jeans or whatever it is. But for me, like black tux pants are my uniform, right?
So they're like a flare and some are high wasted, some are low wasted, they're different weights
and whatever. But then I have a thousand shirts that I'll just throw on with some jacket. That's my
uniform. What's the brand of the tuck pants? Mine, Rachel's O. I need to get some. I mean,
they're from like my last collections. In like 10 months. There's also like Tom Ford's. There's, you know,
a couple different brands in there,
Balman, you know, but they're all the same kind of vibe, right?
Because that's my go-to.
It's like my, it's my go-to.
Would you ever be caught dead in leggings?
No.
Never.
No.
What do you do to work out?
Do you work out?
No.
Never.
Sometimes, rarely.
Because you're so busy.
Yeah.
I mean, it's like I'd have to get up at four, you know?
But I would say this.
I recently purchased a treadmill.
Okay.
Once I knew we couldn't walk outside because that was my exercise that, like, I would
go with my boys on a walk and we'd walk like a mile. I don't know. I don't know. Maybe I
clocked it maybe it was a mile and a half like around our area. Couldn't walk outside because of the
fires or something? Yeah, because now the air quality. So I got a treadmill. I've used it twice.
When I have moments of, oh my God, Rachel, get it together, start doing Tracy Anderson. I will
literally text Tracy and be like, I need to start tomorrow. And then all of a sudden, I'm in my room
working out with this amazing person and I'm like I need the 30 minute version of Tracy Anderson.
There is no world I'm doing two hours and sweating with other people. It's not happening.
That will never happen for me. I dream about it. 30 minutes is good. 30 minutes I feel like
is all that is my absolute maximum that I am ever exercising. What's a day in the life?
Chaos. There's just, I mean, it depends because every day is different. There's no day that's the same
ever in my whole life. Like I've never had the same day ever. It just doesn't happen.
Like examples of days that maybe are similar.
Okay.
Let's see.
So, you know, I'm like single now.
So I'm a single mom.
Love it.
And so I'm living with my favorite people, my children.
Love it.
And we, you know, up up, there is no, I haven't had a nanny since the kids were, I mean, I think it's now, probably like six years now.
But I have an assistant.
So she helps like drive and babysit and all the stuff.
But up wake children breakfast. I make breakfast. Belgium waffles, pancakes, protein, eggs,
whole thing. The kids like a real breakfast. There's no like, here's a granola bar and get in the car.
There isn't that they eat. And they might eat like 16 times a day. I feel like a shorter to cook on most days.
And then basically then get them to school. And I drive one, my seem to be extra is another.
and we basically then then it's to the racist then it's like shower dress podcast meetings a million
and one zooms or an offsite something a shoot or whatever and then I'm literally pretty much working
until the kids get home and then I basically try to when they get home like call it four
depending on if they have after schools five then I'm mom and if I have something that is you know it's
timely, then I'll go do it in my office while they're doing homework or whatever, but I try to
always 100% mom when they're home. And they're at an age, which is so great that I can say,
like, Mommy has to go out tonight for X. I'll be home to take you in. So it's basically like
a work kid juggle on and off until they go to sleep, which very unfortunately since the New Year's,
because they've been so off with the fires and moving around. They've been going to bed at 11.
So my alone times has been starting for the last like six weeks at like 11 p.m.
So I've been going to sleep and I need that alone time.
Like I hold it.
I need it.
And I'll go to bed at like this morning was it too.
And I'm not proud of that.
I do not recommend this at all.
I am a weirdly, what do they call it high functioning on very little sleep kind of person.
And I don't recommend it.
I'm sure it is terrible for you on every level.
So can you get by like six hours and feel good?
The six hours would be like 12.
Yes.
Six hours to me is like the most beautiful night's sleep ever.
I do not understand this wave of women and men that are literally getting in bed and going to sleep at like nine.
I go to bed at eight.
You're pregnant.
When you're not pregnant, do that for real?
Unless I'm going out.
Right.
But you actually can fall.
That would be like a disco nap for me if I did that.
I would not.
That is impossible on every level for me.
I wake up at seven.
You know what's interesting though since we moved?
That's beautiful.
That is congratulations. Are you a Libro? What sign are you?
I'm Gemini, but I, to be like semi-decent looking, I have to get sleep.
But see, a lot of my friends are like that. If my friends don't get eight hours, they don't talk to a soul. They like hate everyone. Are you that?
Yeah. He wakes up and he starts talking to me about like. Of course. It's the curse of working together.
Well, what? I have like a business idea, right?
I don't have like a ramp up period. I just can like wake up, you know? Sounds similar. Right? You can you're just ready to go when you get.
Yeah, that's what that's me.
Do you do any wellness practices?
Describe wellness practices.
Like, do you sauna?
Do you cold plunge?
No, she doesn't do anything.
That is so, this cold plunge thing, guys, I need to talk about this.
You'd like it.
You'd like it.
Okay.
Here's a thing.
I believe that it might work because I have maybe 200 people in my life that have said
everything from I've lost 50 pounds because I cold plunge to I'm a better person because
I cold plunge.
My cholesterol is lower because of my cold.
Obviously, it's working.
I think I lost 50 pounds might be Ozympic.
There is, you think?
Yeah, and they're like, oh, that's, yeah.
There is not a world in which I am getting any cold plunge because it is so shocking that I would, like, literally that I don't go in oceans for that reason.
So why am I going to electively get into an ice cold?
I take the hottest showers to the point where I might have like burns.
Because it's like crap.
It feels so good.
It's like crap.
Shows, the most relaxing, like, heavenly, you know, like a good 15-minute hot, burning hot showers.
But I feel like you might actually like the cold because you've got...
She's not doing it. I can tell. She's not.
She's not. She's not. I do. And I've never done drugs.
Ever? Ever?
No. Can you imagine if I did cocaine, really?
You know what? I've never done it either. And I will say to people, same thing. Like, you've...
Can you imagine? Do I need something else?
I would be the worst. You think I'm chatty now? You think I'm chatty now?
I can. Oh my God.
If you did cocaine, I would just be like, let's call it.
I wonder, like, I'm like, okay, like, do you know why I always stayed away from it?
Because I feel like I would fucking love it.
Like, I just know, like, I like going fast.
And if I got on that, I would just.
Same.
I'd be addicted in the first hour.
What's a capsule collection for someone who has nowhere to start when it comes to styling?
You mentioned tucks pants.
I want to go back to the wellness thing.
Does it count if I stay in a bathrobe all day?
Yeah.
Like if I, if my kids aren't home and I take a few hours and I can just not get it.
The robe.
Skims or barefoot dreams.
Same with me.
When you're pregnant, I look like a roly-poly.
I don't give a fuck.
A barefoot dreams robe is like wrapping yourself in this cloud of like giving yourself a hug.
It's a really beautiful thing.
My kids have been in them since birth.
Yeah, those are the best robes.
They really are, Michael.
I don't have the robe, but I like the blankets.
You don't have the robe?
He has the blankets.
You should have the robe.
I'm not a big robe guy.
Are you too hot?
You get too hot.
It seems like more of an effort to wear robes.
Guys have an issue with heavy robes.
They get really hot.
and I'm always cold.
So to me it's like a gift from God.
That's wellnessy.
Yeah, that's my wellness.
So I love it.
And skincare like, you know, Barbara Sturm's stuff.
You know, like that kind of stuff.
Yeah, your skin is beautiful.
Oh, thank you.
Your skin is very sweet.
Thank you.
Like you already look amazing on Instagram, but in person.
Yeah.
God, you're so sweet.
In person.
That's the first thing you could ever see a woman.
I'm a big skin person.
And that's the first thing I noticed about you.
I don't do a lot.
It's very pretty.
I'll be honest with you.
I don't do a lot, but I do pound with oils and serums and
skincare. Of course I do like Botox, but like...
It looks great. Thank you. Yeah, 10 out of 10.
Thanks. What's the capsule collection?
Easy. For someone who has nowhere to start?
No where to start. Okay, so you have the most important thing is that you know what works on you.
That's the first step. Like, meaning you have to know that like I know that my legs look the
longest when I wear a wide leg trouser, right? Like a wide leg. So some women think they look better
in a skinny leg pant, right? Or a cigarette pan or a crop pant, right? Or a wide
leg or a flared leg, you have to kind of identify that. Once you identify, I look the best and feel the
best in this style of pant, then you stock up on those, right? In denim, in chambray, in black, in gray,
and tan, in white, different variations on the same thing, right? Then you get your staple top,
your tanks, your camisoles, your buttonups, your pullovers, your things that you know
are comfortable, wear well, and like our go-toes.
And for me, it's always been a jacket.
A jacket has always been my number one priority in my wardrobe.
Which brands?
Every.
I mean, this is like a vintage Isabelle Marant.
I have a million and one vintage like fovers and things and vests and, you know, vintage chanel jackets.
And like I have a collection of jackets.
I have hundreds of jackets of every length, every fabric, every weight.
I must have 50 black leather jackets of sorts
to throw on over a tank, a tee, a blouse, a cammy with pants,
and you're good to go.
Like a lip, brush your hair, throw it up in a messy top knot, like 10 minutes, 10 minutes.
What about accessories?
Because you are, you're wearing accessories right now.
Yeah, but I can't breathe without accessories.
That's like part of the whole thing.
I think about that like I would a T-shirt.
Do you know what I mean?
Like that's part of my whole like, I don't think, I literally don't believe I've left my house
without a piece of jewelry on ever in the history of my life.
Like, since I was eight.
I started styling people when I was seven, eight years old.
But I didn't know it was styling.
I just would, like, dress all my friends.
And then I didn't like the way my family friend's sun dressed.
I hated that he was wearing Adidas, like, shorts and T-shirts every day with, like, the matching socks.
He'd wear, like, blue one day, red one day.
And I went over to his house when he wasn't home.
He was at soccer.
And I went up to his closet.
And I pulled out all these clothes.
laid them on the bed and I labeled them for the day of the week for seven days. And he wore some of it.
Doing this show for the last decade as I've continued to age, what I've also continued to do is feel
better, get healthier. And that's because we learned so many amazing tips and tricks and tools and
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Do you know what I am wearing on my skin right now?
I am wearing the caffeinated sunscreen by the skinny confidential.
I created the sunscreen so it tightens the face with the caffeine and gives you a little tint,
a natural tint. And I'm so excited because we are doing an anniversary sale. The sale is April 22nd to
the 25th and the sunscreen is obviously on sale. So the discount that we're doing is 30% off,
which we barely ever do. And what's exciting about this is not only can you grab the sunscreen
that I'm wearing that is absolutely amazing under makeup. It doesn't pile or anything. It just lays
so nice and gives you like a tight glow. I apply mine with a beauty blender, but you can all
also get our tools. You can get the dry brush. You can get the body sculptor. That's my secret weapon
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How did you figure out how to build a business around all this? Like was it, did it come naturally?
or was there something you had to learn?
It had to come naturally because there was no business.
Like there wasn't anyone to tell me how to do anything,
which is I think what made me probably work as hard as I did because it was terrifying.
It was like the way I always approached my work and I still do,
it's like if you don't do this perfectly or the best of your ability,
if you let down the person you're doing it for,
whether that's someone paying you, it's a partner, whether it's a client,
it doesn't matter.
But I always went at it like, if I don't do this well, I won't work again. That was sort of what fed me in my 20s, right? And then in your 30s, you get a little more confident in like, okay, I'm pretty good at this. So like, I kind of know what I'm doing. But every single job I went into, no matter how big or small, I walked into that room with my 20, 30, 40 racks of clothes, whatever it was, you know, 30 trays of jewelry, 50 pairs of shoes, like, whatever.
whatever, even if they needed one look or 20, it didn't matter. And I went in with this like,
don't fuck this up. They're counting on you, you know? And I think when, you know, when I was making
a lot of money and I, the stakes were always very high, I was in charge of creating and changing
and keeping people's images and they were the most visible people in the world, in the industry.
And it was sort of like if I, the way I looked at it was like I was providing a service. And if I didn't do this right, I failed. And I suck. And that was sort of like how I went into every job. And honestly, up until my very last sort of styling job when I said I'm going to take a pause, I just remember thinking like, you got to crush this. There's no, you know, you can't let her down. You can't let them down. They're counting on you, right? Like when someone's putting, as someone who was,
pulled into the public eye, I say by accident because it wasn't my intention, but like,
it's really scary being out there. Like when you see these celebrities like J-Lo and she looks,
I mean, there's no one that looks more comfortable in a red carpet than J-Lo. And I think
she must have done 20,000 at this point and she looks like airbrushed by God and she looks
flawless all the time. But my point is, is like, it's terrifying. The entire world is judging you,
Right? And as someone who is like a no one, like even in those moments where I would like go out on in front, it's like your whole insights just collapse of like, you know, you're being judged. You are. And you could say like I don't give a fuck and some people have that luxury where they don't give a fuck. But like it's not an easy thing. So as someone who was in control of that part of it of what they wanted to put out there, it's terrifying. It's the same for like a makeup or hairstylist. Like, you know,
it's there's a lot of judgment around it you know and I think thankfully people are nicer now you know
but in those days they were not tell us something about the show that we don't know that there was a lot
you didn't see there was a lot you didn't see there was a lot that I had to protect you know on the show
and I was an executive producer that's bossy listen there was no world that I was doing that show
without being an executive producer because I had to that show had my name in the title and there was
no world that I could release control at the time. There wasn't really any reality television
other than, I think it was the real world was right before. And so I couldn't, people were very
judgy and scared to be a part of the show. So when they agreed as my friends, like the Michael
Coors or the Kate Hudson's or whoever agreed to be on the show at the time, I had to protect that.
you know what you mean? And if you leave things in the hands of people, they're going to do what
would get the best ratings on television. And I understand that. That's their job. But it was my job
to protect photographers, the actors, the musicians, the designers. So it was a real balance of
giving people what I felt they needed to learn to see and understand about the industry and make sure
that it wasn't simultaneously damaging to someone.
else and that was very hard was the process enjoyable or was it not of doing the show yeah i feel like it's a
lot of work it's the most work i've ever done anything in my life i'm not surprised i mean other than
other than my first like 10 years of styling where i just like was awake all the time and like flying
to like monaco for 24 hours or like you know doing crazy things then you wake up and you're like
at a dinner with prince albert and like brittney spheres or like you know there there's crazy things that
happen in the job i would say that overall
all, you know, listen, I'm so happy I did it in hindsight because so many people still to this day are
binge watching it over and over. And now my kids' friends are watching it, which is so insane to me
and unfathomable because I don't watch it obviously. And I don't even know that I watched it
when it aired. It was too hard for me because it was my life. But I would say that it was
incredibly exhausting because I was working like 15 jobs simultaneously. It wasn't like I don't
work and my job is doing a TV show. It was like the TV show was almost like the side hustle and I was
living my job. So it was sort of like, guys, I know you need to shoot, but like I need to work. Like I have
six clients coming here today. Like you got to get look out of here, you know. But I would say that
by the last season, we really knew how to produce it very efficiently. And that was that was fun, you know.
but it ended right as I was about to have
like literally I think three weeks or four weeks
before I was about to have my second son
Oh my God
I was a lot
That's a lot on film too
It was just a lot
How do you think about running a team?
Yeah I would say
Well the two you've met
Have been with me 13 years and 10
Get on the market, tell a story
There's a oh
There are so many stories
But team
So team for me
I have always my team
my innermost team is my family, like sometimes even more so than my actual family, even though
I'm so close with my family. But I don't look at them as, I don't think I've ever used the word
employee. It's kind of weird because they are my family and have been through so much with me.
I mean, there are things I could tell you that Mary has done with me that like I don't even think my,
like, it's, it's really funny actually, but like I can't really say it. But I, but I would say to that that,
that I have learned the hard way that trust is everything.
And I have also learned the hard way to not let everyone into your life.
And I think in my styling life, it was incredibly challenging to not have my team be in my
every move of my life because all I did was work.
And so they were part of that.
And so, but you realize that if you give people that you can,
can't trust and you don't know that at the time. If you give them the keys to the kingdom and you
teach them everything and you give them everything, that can backfire. And unfortunately, that happened
countless times and had a big, had a big reason to why, it was a big part of why I had to pause
from styling. I had to take a beat. I had to gain sort of control and trust and start to sort of get
back to, you know, sort of loving people around me again. What did you do when you took a
I started more businesses. I launched my clothing line. I wrote another book. I launched a million
different licensing partnerships, endorsements, all the things, podcast. What's your focus today?
My podcast, doing climbing and heels. I have about 17 different licenses that I, you know,
creative, direct, oversee, manage, whatever, different endorsement deals that I'm a part of. And working on, you know,
exciting things that are coming out. You're working on your business, not in it. I'm working on
my business and in it and kind of both, you know, and I think that's sort of the challenge when it's
your name, right? On the door. You can't just like, nope, I'm not going to be involved in this,
but I do also have Rachel's O Ventures, which, you know, I'm an advisor and investor in multiple
companies. You're busy. I'm busy. I can't not be busy. I got to use my brain. I got to use my,
I can't.
Like, I can't, but I also, you know, I love being a mom.
Maybe you should try cold plunging.
What is that going to do besides scare the hell out of me?
It's like going to shock me.
It's like putting your toe in the like Pacific Ocean and it's like 40 degrees.
It's so cold.
Like, why I hate being cold.
That's why people ask.
They say, hey, you missed the beach when you moved.
And I said, no, because Pacific Ocean is not that great to swim in.
Go in the ocean.
I love the ocean.
It's grounding.
What?
Yeah, but it's not.
Yeah.
How often we need the ocean when we're here?
There are so many things in that ocean that you have never seen before.
I know, I know, I know.
It is the unknown.
It is the unknown.
That's all I'm going to say to you.
I don't do ocean.
I look at it.
I love to look at it.
I have to say you're great on a mic.
You are.
It's not always like that.
Really?
No.
Really?
No.
Are you getting candy as you're getting on a mic?
After episode 800, you're eating a candy?
I know everyone gets mad at me.
There comes eight more bad.
Mary won't let me chew gum when I'm on a mic.
It's really annoying.
Well, why can I just be.
myself. You can. You do you. I know. You're really good on a mic. You haven't had people on your
podcast where you're like... One or two, because most of the people that I've had on are so
seasoned, like they're so at top of their game that it's not their first radio, you know?
We've had both, but you're great on a mic. Thank you. Where can everyone find you what you're
working on? Your Instagram, I'm sure they already follow you, your podcast, all the things.
All the things. At Rachel's O is my Instagram and at climbing in heels.
pod is the pod and what am I forgetting people anything are good yeah that's good that's it honestly
you can come back anytime I could have asked you a lot more questions you're welcome back anytime I love
being with you guys I've heard so much about you and I'm excited to like actually hang out with you
and you're torn for you I you know it doesn't go unnoticed or unappreciated thank you so thank you
for that's all I need it just keep doing Tom Ford we can stay all through the rest of the rest of the
I think if money's not an object, every man should be in head to tow Tom Ford.
Oh my God, he's going to...
Yes, it does.
I don't know about that, really?
I would tell you that I had, like, 50 of them, but my 13-year-old son has literally taken every Tom Ford
cologne that I have, perfume and cologne.
Taylor, did you wear Tom Ford for Rachel?
I wore it for myself.
Okay.
You guys, he's so handsome, Tom Ford.
He's flawless.
I thought you were going to say Taylor.
You're handsome.
You're handsome.
Rachel, thank you for coming on that.
the show. Thanks for having me. It was so much fun.
