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Bobbi Brown on Reinvention, Self-Esteem, and the Pursuit of More

48m 18s

Bobbi Brown on Reinvention, Self-Esteem, and the Pursuit of More

This episode blends holiday gift-giving insights with a deep personal conversation about self-worth and life purpose. Amazon is highlighted as a resource for early holiday shopping with diverse, affordable, and personalized gifts. A medical segment introduces Tramphya, a treatment for inflammatory bowel diseases, emphasizing its use, training requirements, and potential risks. The core of the episode centers on Bobbi Brown’s journey of self-acceptance, shaped by her challenging childhood and a mother who criticized her appearance. She reflects on how these early struggles led her to develop a resilient, self-aware identity, rejecting societal expectations of beauty and success. Bobbi emphasizes that contentment comes not from achieving milestones but from embracing vulnerability, curiosity, and action. Her personal "why" is rooted in the question “why not?”—a mindset of boldness, creativity, and relentless self-expression. She shares how her entrepreneurial success, including founding Bobbi Brown Cosmetics and launching Jones Road Beauty, has deepened her commitment to helping women build confidence and self-love. The conversation also touches on key life transitions, like empty nesting, and the importance of redefining purpose beyond traditional success. Ultimately, Bobbi’s message is one of empowerment: life’s meaning lies in personal growth, genuine connection, and the courage to pursue what resonates—no matter how unconventional. The episode concludes with a call to action for listeners to explore The Goop Holiday Gift Guides for thoughtful, personalized gifts, with a special 15% off offer for new customers.

Transcription

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This episode is brought to you by Amazon. I love this time of year. There's a certain magic to the season, the music, the traditions, the gathering over incredible food. But when it comes to gift giving, I am very intentional. It's never about excess or extravagance. It's about thoughtfulness. I want to give things that carry genuine meaning and feel personal. And because of that, I have to start planning early, like right now, early. Thankfully, Amazon is here for the early shoppers with a huge range of gifts for every passion and price point. Get a head start on holiday gifting with Amazon's low prices. Shop now at amazon.com slash holiday. For adults with Crohn's disease or ulcerative colitis symptoms, every choice matters. Tramphya offers self-injection or intravenous infusion from the start. Tramphya is administered as injections under the skin or infusions through a vein every four weeks, followed by injections under the skin every four or eight weeks. If your doctor decides that you can self-inject Tramphya, proper training is required. Tramphya is a prescription medicine used to treat adults with moderately to severely active Crohn's disease and adults with moderately to severely active ulcerative colitis. Serious allergic reactions, increased risk of infections or lower ability to fight them, and liver problems may occur. Before treatment, get checked for infections and tuberculosis. Tell your doctor if you have an infection, flu-like symptoms, or need a vaccine. Explore what's possible. Ask your doctor about Tramphya today. Call 1-800-526-7736 to learn more or visit tramphyaradio.com. When you are pioneering anything or introducing new ideas to the culture, you get criticized. You do? Yeah. Did you hear about that? I didn't find the one. I found someone I respected and we made it the one. In a sort of longing kind of view of love, people understand each other as if by magic. Nothing in itself is addictive on the one hand, and on the other hand, everything could be addictive if there's an emptiness in that person that needs to be filled. I now know that nobody changes until they change their energy. And when you change your energy, you change your life. I'm Gwyneth Paltrow. This is The Goop Podcast. Bringing together thought leaders, culture changers, creatives, founders and CEOs, scientists, doctors, healers and seekers. Here to start conversations. Because simply asking questions and listening has the power to change the way we see the world. Here we go. Welcome to The Goop Podcast. I'm Kelsey from Goop. If you listened to Gwyneth's recent AMA episode, you know she's taking a little holiday break, but we'll be back in the new year with an incredible lineup of guests. Until then, we'll be revisiting some of your favorite conversations from the archive, along with a few new guest-hosted episodes we're excited to share. Thanks for listening. Hi, guys. I'm Emily Hickey, and I run a digital ad agency called Chief Detective, and I'm co-hosting a new sub-series within The Goop Podcast that we're calling The Pursuit Series. This is all about exploring the various ways that we as women try to accomplish the fullest versions of ourselves and our most meaningful lives. And today I'm talking to Bobbi Brown, the legendary founder of Bobbi Brown Cosmetics and now the explosively growing Jones Road Beauty. She is the OG inventor of the no-makeup makeup movement and the push for women to realize how beautiful their real faces are. We talk about the lifelong battle for self-esteem and unconditional self-love, finding your personal why, and most of all, the power of saying, why the hell not? There's just so much to learn from Bobbi and from her perspective, and I hope that you guys find this as interesting and as helpful as I did. Hi, Bobbi. Hi, so nice to meet you, and thanks for having me on. Oh, it's so great to meet you. I've been looking super, super forward to this. And I want to say, so first of all, Bobbi, congrats. You've built two really successful businesses, the first, of course, being Bobbi Brown, which you sold to Estee Lauder and single-handedly created the no-makeup makeup movement. And all of us women, I think, are very indebted to you for that. So thank you. And now you're building Jones Road, of course, which is also just off to an incredible start. And then you've written a lot of books, but this is a really special one because it's your personal memoir. And I burned through it, and I have a million notes and underlined things. It really meant a lot to me, actually. And so I'm so excited to talk to you about exploring the pursuit of your fullest self and of your most productive and meaningful life, to me, is what your book was all about. It was kind of personal why and finding and accepting yourself. So truly welcome. I can't wait to talk to you about all this. Okay, so the first thing I wanted to ask you, like I've been like sort of obsessing over this lately, it's just the concept of contentment. And when I got to the end of your book, it made me feel the same way as when I got to the end of that Ralph Lauren documentary where he says, as you get older, you don't need all the things you thought you needed. Sometimes you have to fulfill your dreams to know what you're, what your real dream is all about. And it's about family and children and peace. And I was wondering, you know, I felt like when I got to the end of your book, I was like, she's done it. She's actually content. And so I'd love to hear your thoughts on that, if that is where you've reached and kind of, your kind of Ralph Lauren conclusion about all this. No, I'm not there yet. I am not there yet. Should I be? Yes. Do I, do I constantly question myself? Like, you know, I'm right now in Florida, one of our, you know, one of our homes. I'm, this is my second podcast of the day. I've got meetings all afternoon. I couldn't be happier. But then I'm like, why is my husband and my son playing golf for five hours and having lunch with their friends? And I'm so happy that I'm doing all these work things, but I'm like, what is wrong with me? I mean, I should be walking at the beach. I should be out, you know, by myself, sitting there reading a book. I am not that person. And so I struggle with what. I think I should be and what I actually am. Right. I'm not someone that plays cards or, you know, gardens. I just, I'm curious and I like action. So am I happy? A hundred percent. Am I content? Yeah. But do I have that itch and that angst that I want to do more or want to do other things? A hundred percent. Just so interesting. It really is. Like, I've been, this is really, I've been thinking about this really acutely lately, actually. Like, is there some second life that you're supposed to live? And if you put a shot clock on your life, what would you regret not having cut over to doing, you know, but, and I keep thinking, I don't know, like I'm a real worker too. This is what you want to be. You could do anything. I could do anything. And this is what I want to do. And the only good thing I'm going to tell you about getting older and, you know, being able to look back, especially, you know, when you write a book, cause it's very cathartic, you realize, okay, I'm, I, I still have the same angst and struggles. But I'm okay with that. Like, it's like, I'm less upset that I have those angst and struggles. And, you know, now I have two grandkids and I find myself when Lily, my oldest one, who's three leaves my house and, you know, she's my first girl. So she's got a whole kitchen, wooden kitchen. It's so beautiful. I find myself sitting there for 40 minutes, organizing all her food and all her things. The same way I did with her father, who's Cody. And I'm like, but you know what? It makes me feel good when it's organized. So I don't make myself crazy anymore. Right. Like, do you get it? Like, okay, it's fine. Yeah, no, but I, I mean, it's interesting because you, something very unique happened to you as a woman, which is that you presumably hit your financial goals in your thirties, you know, and your, your life changed very drastically in your thirties when you sold your company. And I, I feel like so many of us have this terrible trick we play on ourselves of this receding horizon of milestones and that we'll let ourselves actually live in a present version of our lives once we make X amount of money or lose X amount of weight or whatever the milestone is. And you actually hit that milestone in your thirties, you know, I just like, what did you see that as a positive or, or I didn't have a milestone to hit because I never thought about it that way. You know, I just, I I'm the most naive person you've ever met. So I just kept. Working and doing things and, you know, met it, met someone that I knew I wanted to marry. I knew I didn't want to live in the city. I wanted to live in the suburbs. You know, I, I wanted to have this normal life in addition to being the fabulous Bobby in New York and doing all those, you know, high heel moments that, you know, were not always my favorite, but they were fun. I never thought, wow, I've got to make certain kind of money. Like I, you know, I thought when I was young, if I only could make a hundred thousand dollars, a hundred thousand dollars a year, I would be fine. And I'm like, all right, well, you know, I did that. So, you know, now, now it's like, what am I in pursuit of, you know, I'm in pursuit of, you know, scratching the itch I'm in pursuit of the unknown. I'm in, I'm in pursuit of learning more. Do you think that's the point, the point of life? For me, it is, you know, for me, it is, I have people that say to me all the time, why are you doing this? You don't have to do this. I'm like, no, I don't have to, but I want to. You know, why did you say yes to this thing that you're going to? You're not getting paid. I said, because it sounds really interesting. And, you know, what's the worst that happens? It's not, you know, I'm like, no big deal. Yep. Yep. One of the things I wanted to try to do with you, even though I think I have a good sense of it from your book, but I do these brand exercises of trying to figure out the why of a brand and how that would map out to product strategy and everything else. And then I think you can put it on a person too. You know, you know, your why, you know, it's clear. You operate with a high degree of self-awareness, but I wanted to try asking you a series of questions to try to ladder out to that, to a guess on you. But I mean, the first one I think is, is just your parents and your childhood. And I, when I read about your mom, my heart really sank because it seemed like you went from having this great relationship to all of a sudden she was deeply mentally ill and you really like kind of lost her, you know? And so I was curious, like your childhood and your parents, how do you think that that shaped this itch? Or whatever you're after here? Well, I'm really lucky because my mom really was amazing until, you know, college. So I, you know, the most important years, I was the oldest kid. I got this incredibly, you know, present mom who just thought I was the greatest thing and said, you could do anything. And, you know, she was the most like encouraging person when she had her first nervous breakdown, she recovered. And then she didn't, you know, it didn't kind of become. Um, like she didn't really recover after I was in college. Like, you know, I got married, she was there. She wasn't the same person. She, you know, I had kids, she kind of was there, but not really. So I didn't have her, but, you know, I was really lucky because I had my mother-in-law. So, you know, I didn't feel bad that I don't have something. I felt really grateful that I had her. And my father at the time kind of became. My parents were divorced by then. He kind of took the role of my mom, like he would come once a month and we would have the best time and he'd be the most involved grandpa. And so I, you know, I got to fill that hole of not having my mom there. And I think I've always been that person, you know, that I've, I understand like, okay, so I didn't get that, but I have this. So, you know, I mean, look, I wasn't a smart kid. I felt really insecure that I was not. You know, as smart as anyone. And then I discovered how frigging smart I am in a different way when I was older. So I got to kind of fill, you know, fill that up. That's interesting. So it, because I, I guess I thought it happened when you were younger. And then you also talk a lot about your mom being pretty hard on you. Yeah, she was, I mean, you know, look, I still have self-esteem things and it's ironic because what I do in life is I help women with confidence, being comfortable. Well, in their skin. And a lot of that comes from my childhood where I was never quite pretty enough, at least in my mind for my parents. And I never dressed the right way. And I, I've always been a little bit of a, of a dork, you know, even when I get all dressed up, I just, you know, I'm most comfortable in my bathrobe, by the way, and my tights like, you know, I, you know, and look, and what I do, I'm in the public eye, so I always have to put on whatever the right face. You know, and I've learned that I can only do what I'm comfortable being. So I am my most comfortable, you know, when I'm wearing jeans, when I'm wearing plain Navy pants, when I'm, you know, I just, I, I, I, when I get invited to these parties in the Hamptons and I know everyone's wearing flower dresses and they're going to be twirling around, I'm like, oh my God, like, do I really want to go? And that's when I just find white jeans and a white shirt and I tie it, you know, and I've met other women that kind of dress like me and I'm like, shoo, you know, so I don't feel that out of place. Now, that was one of my favorite parts of your book. I mean, it seems like a big part of your journey was these little rebellions of self, you know, self-defense and self-esteem where you just were going to kind of zag against what you were supposed to be doing and do what you wanted to do. Only because it wasn't working the other way. Like, I didn't like to feel bad, right? I felt bad because. Other, you know, I couldn't do a cartwheel. Like, I felt bad. And then I'm like, I'll be fine without doing a cartwheel, okay? I mean, I'm not a cheerleader. And then when I would, you know, what do I do? I go to New York City and I jump into this, you know, high-end fashion industry where, you know, Linda, Cindy, Naomi, Christy. And I remember one day there was a fashion show and I was probably eight months pregnant and I was 30 years old and I felt so, you know, much older than these 21-year-old, you know, glamorists. And I remember looking up at them right before the show started and said to myself, all right, don't go there. Don't compare yourself to them because you're going to lose, first of all. And you're, you know, it's okay. You're five foot and married and pregnant and 30, right? I can't be that anyway. So I'm not going to waste my energy on, you know, feeling insecure because they look like that. Yeah. Self-esteem is a hard one. But your mom and dad. You know, you can always mirror image the parents' fears with the adults' complexes. You know, so I just. Your mom being critical, you know, your dad. Were there aspects of his life that were unlived that. I mean, what do you think you carried as complexes from how you were raised? I mean, really, it was just about my looks, you know? And my parents stopped punishing me for getting Ds in, you know, subjects I didn't care about because they had punished me a couple of times. And I, you know, I got a D in spelling. They punished me. I couldn't go take cooking classes with my friends. Well, you know, I apologized to my husband. I still can't cook. You know, I didn't take the class. And then I somehow managed to get a B plus the next semester. So, you know, I'm like, all right, well, I just got to put a little more energy into it. And so I never got good grades in algebra or, you know, biology or chemistry, but who cares? Yeah. Right? In retrospect, so what? You know, but I felt bad because I didn't. Yeah. Yeah. I didn't understand concepts. And to this day, I mean, like if someone hands me, you know, an instruction guide, how to do something, I can't do it. I can only do it like when someone shows me because I'm a visual learner and it took me a while to kind of, you know, know that. Yeah. It's so great to get out of school and realize what. Yeah. Yeah. Who you actually are. So there was nothing, I mean, as a parent, do you think that. You tried to break the chain of that criticism from your mom or how did you translate that to being a parent? You know, I, a hundred percent, I was always very aware. And the good news about becoming a parent and having, you know, my husband and I have always been incredibly aligned and tight and he's got the most wonderful family that I got to almost recreate the family dynamic that I wanted. So I've been very lucky with that. And, you know, God was great to me. I have three boys and no girls because honestly, I don't know if I would have been a good girl mom because my mom didn't mean to make me feel bad. You know, both my parents were chubby kids. And so when they lost their weight, they realized they were very attractive. And, you know, here they raised, I mean, I wasn't fat, but I was chubby. So here they were like, you know, probably looking at their selves, you know, in me. So they tried to help me. I mean, they really wanted me to be better. And when I finally kind of broke out of the ugly duckling thing, you know, my dad, you know, he didn't mean it, but he said, wow, I'm so proud to say you're my daughter for a few years. I'm not sure I, I, you know, I don't remember. I'm not sure I would have been so proud to introduce. He said something like that. And I remember being like, what the, who says that? Like, you know, it didn't really trigger me. Yeah. But I, you know, I, I, my mother told me I was really pretty, but I'd be gorgeous if I were pretty. If I had my nose fixed and I remember the same reaction, I'm like, who says things like that? Right. And it didn't like, honestly, it could have made me in a, you know, but I just didn't let it. And I think that's the, one of the things I'm most proud of in my book, that all the things that I kind of was up against both that part of my life and also working in a corporation with a bunch of men that thought they were smarter than me. I'm like, who says these things? Who, you know? And I just. I just realized I don't need to waste my time and energy and angst on people that are putting such negativity out there. But, and you just naturally were able to do that or you worked on that? No, I think I was just naturally, I never worked on it. I guess I just realized this is stupid. I've always been someone like my mother used to insist that my room was clean every Monday morning and she would fight with my brother like bloody murder and he'd be punished. And I just realized it is so much. Easier to keep the room clean. And she would leave me alone. Like to me, it's common sense. I mean, why would I, you know, and even, you know, working with corporate, yes, I, I took a lot of those skills and working with my son now, you know, and, and being happily married 37 years, I use a lot of those things. It's like, it's not worth my time and energy, you know, to fight about certain things, even if I know I'm right. So. See, it's so interesting, you're just a very high functioning person. But you say in the book, I thought you said in the book that you'd worked on a lot in therapy. No, I was in therapy when I was a kid. My mother put all of us kids in therapy. So I never did it as a grownup. When I first met my husband, he was into alternative therapy. So we saw these two people and I just remember like, you know, hitting pillows. And I just remember it was like very odd, but you know, I was with my new, a new guy. So we did that a couple of sessions and I'm like, I don't need to hit this frigging pillow, you know, to get whatever happened to me when I was a kid. So I'm more into working with life coaches because life coaches kind of help you deal with, you know, some of the things that I'm struggling with, with like action plans. Like I am someone, if I have an action plan, I'm fine. I can move forward. If I, if I'm like stuck in the weeds or, you know, whatever, I, I, I don't do really well. You know, I need to go forward. I am high functioning. That is correct. It's so interesting because you haven't really, it sounds like you don't really have any glass ceilings that you've set for yourself in terms of bad self-narrative. I mean, once you got through the appearance stuff, that was kind of the, your gotcha. Yeah. And it's, I mean, it's still something I deal with every day. I'm, you know, I'm not going to lie. It's doesn't get easier as you get older because I can't just throw on my little skirt anymore and my sleeveless. Cause you get to be a little bit more of a, you know, a little bit more of a, you know, a little bit more of a certain age. And I'm like, I don't want to be, I don't want my arms photographed. There's nothing wrong with my thin arms, but I just don't like, you know, I'm such a visual person. I'm like, no, no, no, no, not happening. So I, you know, I've never seen a glass ceiling. I just don't get it. You know? I mean, yes, I don't have an MBA, you know, I don't have the intellect that other people have, but it doesn't have anything to do with me being successful. You know, I'm ADD and a little OCD. Those are just my gifts instead of seeing them, that they're a curse. You know, I'm like, I'm so curious. I'm so open. Everyone's like, well, now what are you going to do? I'm like, I don't know, but I know I'm going to be doing it, you know? And I think that's kind of interesting and cool. I agree. It's been magic to the season, the music, the traditions, the gathering over incredible food. Thankfully, Amazon is here for the early shoppers with a huge range of gifts for every passion and standpoint. This episode is brought to you by The Home Depot. Black Friday is happening now at The Home Depot, and they've got just the tree for your style, space, and budget. Make the holidays merry and bright with artificial trees starting at $49. Then make it your own with ornaments and trimmings for every holiday style. Find your perfect tree at the number one Christmas tree retailer and get low prices guaranteed on all your festive favorites at The Home Depot. Exclusions apply. Visit homedepot.com slash price match for details. So I asked Cody, your middle son, a few things. And among them, I said, what do you think motivates your mom? And that's basically what you just, he said, you know, I think she has a chip on her shoulder from her mom being hard on her, but that she, it's not a curse for her. It's a blessing because it motivates her. And that's really clear from everything you're saying that you're when you have a, an obstacle, that's a blessing for you. I love obstacles. And I love when people call me, you know, with problems. Cause it's such common sense. Like I use my Chicago common sense in my business life, in my personal life, you know, with my friends. And I think that has been my superpower. Like I'm really into people have superpowers, what they have. And once you realize what yours are, you're going to be like, I'm going to be like, I'm going to be like, I'm going to be and, and, and the things that you don't feel you have superpowers. You got to, I always bring people around me that have those superpowers. That makes me a better person. I'm not, I don't feel less of a person because I have someone that's more capable than me. So what, what do you think you're trying to resolve outside of the ongoing, you know, self-esteem and appearance and like, but what about things like vulnerability and letting go of control and on being unstructured in ways? I mean, is that something that you're trying to resolve? Is that hard for you? Well, let's see one at a time. You know, I like, I don't like structure, but I like process. Right. And I, you know, I come from a lot of structure and a lot of process and, you know, Jones road, the startup doesn't have as much process as I think we should, you know, and doesn't have the structure, which I think we maybe could use a little bit of, but we, you know, we're working, we're working on that. You know, it's been such meteoric growth for five years that now is the time like, okay, hold on. How do we kind of recalibrate to make sure the team is, you know, really has what they need and has, and it's the right team. So that's what we're kind of in right now. So, you know, I like, or I like organization. I just, I, I, I have mastered it because now I hire organizers to come in and help me because, you know, by the of, you know, my season in Florida, my, my, my OCD is out the window. My ADD has taken over. So I need someone to kind of, there's nothing that makes me feel better than to open a drawer or a cabinet or a garage when someone else visually organized it. So, you know, so that was one point. And what was the other vulnerable thing you asked? Well, vulnerability. So I looked at your, your birth chart for two seconds before we jumped on this call. And I don't even know if I believe in astrology, but there are a couple of things I think are always really metaphorical, really interesting in someone's chart. One is where is Saturn? Because that's where, where the fears and insecurities are. And then the other one is this North South axis. That's sort of the hero's journey of someone's life and yours goes from structure and control and personal success. It goes to things that aren't as defined and controlled and that it would say that your growth would be to let go. So I'm just curious. Yeah. So, you know, when you're a freelance artist and you're so angst that no one's calling you, you know, you're busy, busy, busy, and all of a sudden, like the phone stops ringing and you're like, Oh, how am I going to pay my bills? It's over. I learned to let go because as soon, it seemed like as soon as I was able to let go, the phone started ringing again. It was just one of those weird things. And then I'm like busy again. And I'm like, darn, I could have been, you know, doing all these fun things. And I was so busy worrying. So, you know, so that I, that I've been able to let go when it comes to working with my team. I let go when I have confidence that the person could make the right decisions if I'm not around, but as a manager, I like to be involved in the decision-making of what we're doing. And then I like to know how we're doing and, you know, and, and look, I'm happy for people to do things without me. As long as they don't mind, if they do something I don't like, I can call them and tell them. You were born to be in charge. Yes, but I, I'm also born to have other people doing things. Cause you know, like it took us 15 minutes to get on this podcast. I only use my iPad. I couldn't figure out my son's, you know, my youngest son's computer. It's brand new. He already warned me to get, don't get fingerprints anywhere, you know? So I'm like, all right, so I don't know how to use a computer, but I figured out the answer. I and they FaceTime me. So we figure it out and I don't, I don't get stressed or panic. Cause I know, we'll figure it out. So, you know, yeah, I like to be in charge, but I'm, I like to let go cause I, I have, I want to have confidence that it's all going to work out fine. Yeah. Letting go is a real trick. Yeah. Yeah. So you've kind of, I mean, a big theme of your life has been helping women. And I'm curious with your experiences with women, you know, what advice would you give women trying to build meaning into the second half of their lives if they don't work for one thing, or if they work, like what if your life hadn't been successful? You know, like what if you had tried to build Bobby Brown and it didn't work and you had to, you wasted 10 years on it and you didn't get anywhere financially and you had to start over and rethink, you know, do you think you could have reached this level of happiness and resolve or what advice would you give women who haven't had your path? Well, you pat yourself on the back because you at least did it. Right. I think, I think it's really sad when people always wanted to do something and they never did. So I think a lot of it has to be like, okay, that didn't work. You know, I wasted all this time. And then you got to talk to yourself and say, no, I didn't waste it. I put my best effort in. Not everything is perfect. You know, I enjoyed this, I learned this. And so, you know, that's fine. But I think what happens it's in people's lives when their kids go to go to college and all of a sudden they're home by themselves or they get divorced, you know, which happens a lot, like whatever it is, then it's like, okay, this all sucks, but like, let's stop for a second. What makes you happy, right? Like what makes you happy? And look, I have friends that are so happy. They play pickleball. They play tennis. They've, they've started doing, you know, whatever they play Kaluki. And I don't even know what these people play card games, but they're really happy and they love this. And they, you know, they go to plays with their girlfriends and, you know, some of them never worked and others used to work. And, and that's okay because you find what makes you happy. Like I, I don't have any hobbies, you know, and I was feeling bad about it until I realized if I'm not actually working, I'm either thinking about work or I'm exercising. I love exercising. I love, you know, I love meeting up with people, especially people that, you know, I, I, they're not necessarily my, my day-to-day friends, but they have businesses. And, you know, they're founders. I love, you know, catching up and getting like, you know, it's like fuel hearing what they're, what they're doing. And, you know, I, I love, I love those things, you know? And so I stopped feeling bad that I don't have a hobby. Well, I, I know I, I really noted that reading your book, cause I'm a big hobbyist and that's a really interesting thing to me that like, and I'll get to that when I'm going to try to interpret your personal why. Cause I think that's actually a meaningful thing. But I, I do think, you know, like, can there be meaning in something without success attached to it? You know, whether you're trying to be an artist and yeah. Yeah. I mean, look, I, I don't paint, I can't draw, you know, a picture of a bird, but I have this desire to go into a, an empty room with canvases and these bright neon colors and some whites and blacks and paint. Not for any reason. I just have this urge. I haven't done it yet. I want to learn graphic design. that's something that you know I always have to ask people to do things so I've figured out ways how to show them what I want to do by you know taping things together and doing screenshots I want to learn that so those are things that you know would be my hobbies like if I could ever you know find a graphic design tutor you know to come to my house I love to dance you know so I was doing a lot of hip-hop and I haven't really been doing that and I need to find another hip-hop instructor because it just makes me happy so those are those are things I mean I'm they're not work you know I mean graphic design would help my work but you know that's not why I want to do it no that's so yeah that's that's a perfect example but no I think I keep I'm on this whole David McCullough deep dive right now and he's like he was such a happy camper you know and the way that he wrote about American history and people you know had like really had kind of a twinkle in his eye really like it's been a lot of fun to kind of deep dive on him but I keep looking at this picture of him writing in this little you know the tiniest little shingled box in the back of his house in Martha's Vineyard on a typewriter that's how he wrote all those books on a typewriter well past the advent of computers but he just liked a typewriter but and I get really jealous actually when I see that picture I think that it really pulls on me of like there's this whole contemplative life that I could have lived you know and here I am working five zillion hours a week and running around and that's the thing I would do if I were if I had a minute left to live you know yeah but you know what like you need to put yourself on a budget meaning you have your time how you choose the time there's always like areas so you need if there's something that you're not able to do just like look at your schedule and just start like putting out some personal time and maybe it's just sitting in your box in back of your house you know thinking about what you know you can do that right you're not like leaving and getting on a subway and going to an office and even if you were you could probably carve out some personal time you know so I do I think I think anything is possible I like that is such good advice I've been doing for a long time and I think that's what I'm trying to do is to create a budget against my time and insist on the things that I want to get done right and schedule it right I mean because you schedule your meetings that stuff is really important like the the it's like the archaic sides of our minds you know that need to be fed and isn't work and work and work and work it's other stuff so and you're so young really you're so young that you have your whole like life ahead of you you could there's nothing you can't do I know well I mean I'm almost 52 and I I don't feel young okay I'm 68 does that make you feel better I am 68 I mean you know and I started Jones Road at 62 you know so it's like you know 63 I guess I'm not good at math it's been five years well no I think it's important to keep that in mind you know yeah and I'm young yeah I am I mean you know if I ever think oh my god I'm so old I'm like stop I am I'm the youngest I'm gonna be and I still have it in me to do all these things I'm gonna act young and I'm gonna make sure I walk young and I you know I talk young and I listen young you know and that's that's a lot of work by the way keeping yourself you know with strength and conditioning and you know eating the right foods and you know whatever you know I'm like all obsessed with peptides I haven't that's my new thing I'm gonna do some research on so first of all I wanted to ask you about your your your your your your your your your your your like why do you think women are why is appearance so important to women okay I I mean that's like you know the hardest question because it just is I mean you know it's always been about how you look it no matter what you know it it's also you know a little important to men it is you know they lose their hair they're short like you know that that is insecurity for them but you know for women there's there's forget about even before you know before the we had social media and saw it you know you see the actresses you see you know your friends in high school and you know it just looks a little nicer right it just looks like they're having more fun and you know and there's there's like society's like treatment of how they treat beautiful people I mean I I know this for a minute so you know the it's not going away you know was it was here when Jackie Kennedy was there you know it's just how you deal with it that really matters yeah I mean I because I feel like with your work you know you you're kind of giving it to women as a lever for self-esteem or to getting into some more forward approach to their life you know it is a lever yeah and I'm with and helping I also have the history and a lot of you know models and celebrities that you know they struggle with it too right they struggle with it too especially when they get to a certain age and not comfortable with their aging process because of society's you know pressures it's such a shame I know I do feel that a big theme of your book and your life you know have been getting past it and I think that's a real that's such a gotcha in life you know is conditionalizing your own self-esteem yeah this episode is brought to you by petivity cat parents are basically mealtime detectives who actually ate did they finish was that less than yesterday the new petivity smart feeder for cats turns everyday meals into meaningful health insights helping you identify changes in your cat's life habits and be more proactive about their health plus you can feed them from anywhere take the mystery out of mealtime visit petivity.com p-e-t-i-v-i-t-y dot com slash cat feeder to learn more this episode is brought to you by boar's head you know what I love about football season it's the football but also the football watching food and nothing hits like a boar's head sandwich when I'm watching a game really any game day sandwich better with boar's head philly cheesesteak layer up buttery slider rolls with boar's head london broil roast beef american white cheese and picante provolone delicious then add roasted onions peppers and boar's head pub style horseradish sauce I love horseradish and you've got the ultimate game day cheesesteak they've also got a whole lineup of premium meats cheeses hummus and dips condiments and more to serve up on game day head to your local boar's head deli counter to shop now for game day sandwich inspiration and more visit boar's head.com boar's head committed to craft since 1905 so the empty nesting if we get back to that like how how filled with dread should I be that in a year and a half my son is going to college and my daughter will be behind that you know soon behind that yeah well it's actually I wouldn't think of it as dread because there's such you know it's an amazing it's a sad and amazing thing to set your kids out into the world because you know you've I've done too good of a job as a mother even though if you're not a mother you're not a mother if they you know say I have and I've done a great job teaching them about you know independence and to overdrink and all the things, you know, call me when, text me when you land, don't do stupid things. I really, I've spent my life on that. And, you know, and it's, and it's natural. And they, and they come back by the way, because they're, they're not just self-sufficient as soon as they graduate. And you're going to have all this precious time with your daughter as the, you know, as an only kid, which is great. And by the way, then when she goes to school and they're both out of a house, it's really scary, but it's really like fun if you make it right. It's like all of a sudden you don't have to come home and do this. You can do whatever you want. You know, like I love spending time with my husband, you know, what do you want to do for dinner? I don't know. What do you want to do? I don't know. All right, let's go out or I'll go to the store. I'll pick up a piece of fish. It's not like a chore anymore. So there's nice things. And by the way, all we do when we're out to dinner, you talk to the kids, what's, what's Dylan up to? What's Cody up to? What's Duke doing? That's all we do is talk about the kids. No, it's been that way since they were babies and that's all you do. Right. Yeah. And you're going to have grandkids one day. I mean, look, you're way, you know, down the road and there's a whole nother set of joy that comes that you didn't even expect. I do look forward to that. I mean, you, but you became an empty nester when you sold your company or when you left Bobby Brown. Right. It was really, really tough time. We always had foreign exchange students. So I had, you know, not just my kids. I had other kids, people's kids. I had my nephews in the house. I just was always like, you know, I was the home that had everyone. I fed them all. You know, I just, they, you know, we had sleepovers, whatever. And then all of a sudden I, you know, I leave Bobby Brown cosmetics, Duke's in high school and tell your ride Cody's in college, Dylan's in college, foreign exchange, exchange students, leave nephews, you know, already have jobs. And I'm, and it's me. My husband, it was a, you know, a quiet, weird silence in the house, you know, that, you know, if I was on your podcast, then it would be probably harder not to cry. Oh, that's interesting. I mean, have you ever been in a point of just total misery? Not for long. You know, I get sad. I get, you know, I don't have, I don't have a depressed gene. You know, I, and if, and if things are like, if my husband and I are fighting, I don't like it. I don't like, you know, the silence coming out of him. So I end up, you know, either saying truce or apologizing in a way, like, I don't mean, you know, I didn't mean to upset you because I just don't like it. And also like, I'm sorry, we're, our life is so active. We need to communicate. So whenever I feel blue or sad, I try to figure out what to do about it. And often it means I'm dehydrated. I'm not drinking enough water. I haven't exercised, you know, so I use my lifestyle to kind of help my mental state. I am the exact, we really have this in common. I'm the exact same way. And it's a real gift. You know, I think a lot of women are this way where like, you'll spend about a day, you know, nursing some horrible feeling, but then you kind of wake up with a pencil in your hand and just say, I'm enough. Yeah. Now what? Yeah. And your marriage is awesome, Bobby. It's really like, that's a real accomplishment in life. You know, the marriage you guys have had, it's awesome. Yeah. And by the way, I'm not going to lie. It's not easy. I, you know, I don't just piss off my kids. I piss off my husband too. So, you know, I try really hard not to, I don't mean to, but I do. So, you know, I've learned ways to, to do it less and it just has, and has worked for me. I've, you know, I feel incredibly lucky that I met Steven because from the pit of my stomach, the bottom of my heart, I just, I still love him. Like I feel butterflies when I think about even meeting him. And so that we're really connected and I'm lucky that doesn't always happen. No, it doesn't. I mean, I remember reading in a book one time how the, it was a Ryan Holiday book talking about, he was saying that he realized at one point that everybody he admired had found some way to spend their life with the same person. And it, it, you know, that really resonated with me because I, I've tried to do that too. You know, that's one thing I'm really proud of is my marriage. I don't think that that's always possible. It's not always a person that you can do that with, you know, but it's really a worthy battle, I think. Oh, I, I, I agree. And, you know, it's, it's an art keeping people happy. It's really an art. It's not a science, it's an art. And, you know, you know, the main thing is trust. I mean, no matter what, I trust my husband completely. And I think it's also, it's what you were saying before of wanting it to be happy, you know, and not digging into fights and trying to resolve. You have to actually want the outcome. And I don't know that everybody wants that, but okay. So I want to take a stab at your personal why, which could be wrong. But again, this is a thing that I, that I do for brand positioning with brands. It's a really fun exercise and I've done it with a couple of people in my life who were trying to figure out their own why. And you can just say you've really missed it, which is fine. But I think that you're, you're very driven to be a, an original and to achieve totally autonomous self-esteem. And I think you've always found so much success in doubling down on yourself. And I think you do this primarily through mastering a craft. There are a lot of things you could have done with your life. You know, the makeup you've put into your career, what your emotional why is, which is this defense of intrinsic self-worth and self-esteem. And you've helped women do that. And your second one, I think clearly is to inspire other people to see their own value and achieve unconditional love of themselves and share the wisdom that you've developed through your own life. And then lastly, I think you really have a deep need to be a builder and a leader and to create structure and success and sort of through way for people to achieve themselves within. And then I would think that your gotchas are more around the vulnerability and control and just not bringing your own standards that you have for yourself to other people. Yeah. Cause I expect them to just have it. That's the problem. Right. To be able to burn through challenges and negativity and to expect that of other people can be hard. So that's my read on you. I like it. No, I mean, spot on. Know what my why is. It's really simple. I live my life by why not? I'm serious. Like why not? It makes no sense, but why not? My problem is I don't think a lot. I just do. And you can ask Cody about that. He can't stand that part. We need strategy. We need the, I'm like, Cody, I have a strategy. I just haven't written it down. Well, it's served you very well. You're truly a role model when you've really put your, your gifts to use in a way that it really benefits other people. So that's so nice. You really, you're very inspiring. Thanks for tuning in. This has been a presentation of Cadence 13 Studios. I hope you'll listen, follow, rate, and review all of our episodes, which are available for free on Apple Podcasts, Spotify, Odyssey, or wherever you get your podcasts. The Goop Holiday Gift Guides are our calling card. We scour the earth for the best options in every category to make it easy for you to find the right gifts for everyone on your list. Think beautiful jewelry, thoughtful wellness tools, smart kitchenware, clean beauty, and more unexpected finds. Whether you're looking for a little luxury or a big splurge, you'll find something that feels personal in our curation. Explore the gift guide at goop.com. And as our gift to you, take 15% off your first purchase with code PODGIFT. Exclusions apply.

Podcast Summary

Key Points:

  1. The episode highlights the importance of intentional, meaningful gift-giving during the holidays, with Amazon offering a wide range of affordable and personalized options.
  2. Tramphya is a prescription treatment for moderate to severe Crohn’s disease and ulcerative colitis, requiring patient training and medical supervision due to potential risks like infections and liver issues.
  3. Bobbi Brown shares her journey of self-acceptance, emphasizing that contentment comes not from achieving external milestones but from embracing personal growth and self-awareness.
  4. Childhood experiences, including her mother’s criticism and lack of support, shaped Bobbi’s strong self-esteem challenges and her lifelong pursuit of unconditional self-love.
  5. Bobbi champions vulnerability, letting go of control, and embracing curiosity over structure, viewing obstacles as motivators rather than barriers.
  6. The conversation explores how women can find meaning in life beyond traditional success, through hobbies, simple joys, and introspection.
  7. Personal "why" is central to Bobbi’s life—driven by the mantra “why not?” and a desire to build, lead, and empower others to find their own value.
  8. A recurring theme is the importance of redefining success and purpose in later life, especially after major life transitions like empty nesting or career shifts.

Summary:

This episode blends holiday gift-giving insights with a deep personal conversation about self-worth and life purpose. Amazon is highlighted as a resource for early holiday shopping with diverse, affordable, and personalized gifts. A medical segment introduces Tramphya, a treatment for inflammatory bowel diseases, emphasizing its use, training requirements, and potential risks.

The core of the episode centers on Bobbi Brown’s journey of self-acceptance, shaped by her challenging childhood and a mother who criticized her appearance. She reflects on how these early struggles led her to develop a resilient, self-aware identity, rejecting societal expectations of beauty and success. Bobbi emphasizes that contentment comes not from achieving milestones but from embracing vulnerability, curiosity, and action.

”—a mindset of boldness, creativity, and relentless self-expression. She shares how her entrepreneurial success, including founding Bobbi Brown Cosmetics and launching Jones Road Beauty, has deepened her commitment to helping women build confidence and self-love. The conversation also touches on key life transitions, like empty nesting, and the importance of redefining purpose beyond traditional success.

Ultimately, Bobbi’s message is one of empowerment: life’s meaning lies in personal growth, genuine connection, and the courage to pursue what resonates—no matter how unconventional. The episode concludes with a call to action for listeners to explore The Goop Holiday Gift Guides for thoughtful, personalized gifts, with a special 15% off offer for new customers.

FAQs

Tramphya is a prescription medicine approved for adults with moderately to severely active Crohn's disease or ulcerative colitis. It is administered via skin injection or intravenous infusion every four weeks.

Yes, proper training is required before you can self-inject Tramphya. Your doctor will guide you through the process to ensure safe and effective use.

Serious allergic reactions, increased risk of infections, reduced ability to fight infections, and liver problems may occur. Patients should be checked for infections and tuberculosis before starting treatment.

The central theme is self-acceptance, unconditional self-love, and finding one’s personal 'why' by overcoming childhood insecurities and societal pressures around appearance.

She emphasizes focusing on personal passions, simple joys, and daily activities—like exercising or spending time with loved ones—as sources of fulfillment, regardless of financial or professional success.

Self-esteem is foundational—she credits her early struggles with parental criticism for shaping her resilience and her mission to help women reject negative self-judgment and embrace their true selves.

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