Girlboss Radio With Sophia Amoruso

Welcome to our first-ever solo episode with host Amanda Goetz! With an impressive career trajectory that spans roles at big corporations, startups, and as an author, Amanda offers invaluable insights into navigating the professional world in this big-sister-style coffee chat. She pulls from her own career path (Ernst & Young → celebrity wedding planner → startup founder → The Knot → CMO at Reale Actives) to give you real, tactical advice on annual reviews, one-on-ones, burnout, job searching, and more.  Consider this your permission slip to stop white-knuckling your career on your own.  Got a question for a future episode? Send it to @girlboss or @theamandagoetz on Instagram. 00:00 Intro 01:43 Amanda’s career journey 03:46 What she'd tell herself during the hardest year of her life 04:40 Her go-to career book recommendation 05:12 How to make the most of one-on-ones with your manager 06:56 Balancing your own opinions with your team's ideas as a leader 10:04 Returning to work after a year-l

When's the last time you actually looked at your bank account without cringing?  Amanda Goetz sits down with Haley Sacks (a.k.a. Mrs. Dow Jones), the internet's favorite financial expert, New York Times best-selling author of Future Rich Person: The New Rules for Building Wealth, and the woman behind the over two-million-strong community Mrs. Dow Jones. Haley built her entire brand on making money feel less shameful and way more accessible. And in this conversation, she gets into exactly how she did it (and how you can too). They cover why most of us were never actually taught how to manage money (spoiler: it's not your fault), why "deprivation" is the worst financial advice, the money beliefs we absorb before we even turn seven (!!), and why looking rich and being financially powerful are two very different games. Haley also gets real about her own money trauma, her parents' complicated relationship to wealth, and the "aha money moment" that changed everything for her. Key Takeaways: People can inher

What if "having it all" didn't mean climbing a single corporate ladder but building a whole web of work that fits your real life? An ecosystem of offers, clients, and projects fueled by your network and reputation, where you can tap into different opportunities at different seasons of life. This week, host Amanda Goetz sits down with Anna Mackenzie, a startup advisor, writer, and author of the newsletter Anna Mack’s Stack, who traded the corporate dream for a self-designed portfolio career. They get into how to diversify your income, why articulating your value is harder (and more important) than selling it, and how to start building on the side without burning out or quitting your day job. From the sunk cost fallacy that keeps you stuck to the 30-minutes-a-day rule that changed Anna's life, this episode is your friendly reminder to stop forcing your career into a straight line. Key Takeaways: A portfolio career is multidimensional and diversified by design—many income streams, projects, and identitie

We’re told that we can have it all if we time it right: build your career first, then start a family. But what does the medicine actually say? Amanda Goetz sits down with Dr. Lucky Sekhon, a double board-certified reproductive endocrinologist at RMA of New York and author of the USA Today bestseller The Lucky Egg. Dr. Lucky busts the biggest fertility myths (no, your fertility doesn't fall off a cliff at 35), explains why so-called "fertility checks" are mostly marketing, and breaks down the real difference between freezing eggs and freezing embryos. She also flips the script on a part of the story we tend to ignore—male-factor infertility, which accounts for roughly half of cases—and why family building is a team sport. Women shouldn’t carry all the burden! It's an honest, science-forward, and surprisingly reassuring conversation about the fertility knowledge gap—and how it’s okay to not have it all figured out in your 20s. . This episode gets into both the emotional and physical considerations of fertil

Most leadership advice was written by and for a generation that thought "work-life balance" meant leaving the office before 9 p.m. and checking emails on weekends. Amanda Litman is here to set the record straight. As co-founder of Run for Something—the organization that's helped elect over 1,600 young leaders across the U.S.—and author of When We're In Charge, Amanda has spent years studying what actually makes the next generation of leaders different. She sat down with Amanda Goetz to get into the stuff no one says out loud, like why "bring your full self to work" is actually setting you up to fail, why return-to-office mandates disproportionately push moms out of the workforce, and what it really means to lead with authenticity without accidentally trauma-dumping on your team.

You've probably had one. Maybe you even have one right now. And if Glassdoor data is anything to go by, you're far from alone—mentions of "toxic boss" in workplace reviews have surged 6.7x since 2018.

If you've ever wondered what actually gets discussed behind closed doors when companies are hiring, promoting, or handing out pink slips, this episode is like a backstage pass. Amanda Goetz sits down with Deepali Vyas, a veteran executive recruiter and career coach who’s spent 25 years in the boardrooms on Wall Street. She’s also one of the most followed career experts on the internet.  She's advised Fortune 500 CEOs, hedge funds, and private equity firms on their most senior hires—and she's here to spill everything they never told you. The timing couldn't be better. Between mass layoffs, rapid AI expansion, and an unpredictable job market, navigating your career right now feels harder than ever. Deepali breaks down exactly what's changed, what still works, and what you need to stop doing right now—from the resume mistakes that get you filtered out in six seconds (!!!), to why loyalty to a company is not the flex you think it is, to the 5-5-3 networking rule that actually moves the needle when you're on the

Amanda Holden spent years working 13-hour days at a male-dominated finance firm—helping rich men get richer—before she made a bold exit. She saved aggressively, sold her car, and walked away without a plan. That scrappy chapter even earned her the cute nickname “Dumpster Doggy.”

Dating in 2026 can feel… bleak. Everyone is analyzing “red flags,” burned out on dating apps, and building emotional walls to stay safe out there. Sound relatable? In this episode of Ambition 2.0, Amanda Goetz sits down with relationship expert Amy Chan—founder of Renew Breakup Bootcamp, bestselling author of Breakup Bootcamp, and author of the upcoming book Unsingle: How to Date Smarter and Create Love That Lasts—to talk about what’s actually going wrong in modern dating (especially for ambitious women) and how to date smarter. Amy breaks down why high-achieving women can accidentally bring “CEO energy” into their love lives—turning dating into a project, over-functioning, and doing 90% of the work. You’ll learn how to stop over-giving, create space so someone can show you who they are, and why it’s not your job to coach someone out of their insecurity.  Plus, Amy shares her “dating funnel” framework (lead generation → evaluation → commitment) and the underrated stage most people skip: the evaluation phas

Repeat after us: You can love your job and still be a workaholic. In this episode of Ambition 2.0, Amanda Goetz sits down with Dr. Malissa Clark, a professor at the University of Georgia, Director of the Healthy Work Lab, and author of Never Not Working: Why the Always-On Culture Is Bad for Business—and How to Fix It, to break down what workaholism can look like in real life (spoiler: it’s not just about working long hours). They get into the sneaky “working light” tasks that we tell ourselves don’t count as work (like sending emails while watching TV or checking Slack between errands), how leaders accidentally create always-on teams, and so much more.  If you’ve ever felt guilty while resting, struggled to stop thinking about work, or worried that your ambition is turning into something unhealthy, this episode is worth a listen.  In this episode, you’ll learn:  00:00 Intro  01:33 What workaholism is (and the four components) 04:32 Early signs your work habits are becomin

In this episode of Ambition 2.0, host Amanda Goetz sits down with Alexa von Tobel—the founder of LearnVest (where she raised $75M and successfully sold it to Northwestern Mutual) and current founder and managing partner of Inspired Capital—to unpack the resilient mindset that has shaped her successful career, from founder to venture-capital veteran.Alexa dropped out of Harvard Business School and poured her life savings into LearnVest, a multimillion-dollar business idea—despite warnings from nearly everyone around her that she was making a big mistake. She did it in the middle of the 2008 economic recession, no less. Alexa shares why her 90-year-old self (and the fear of regret) fuels her to take big risks, the qualities she looks for when investing in a founder, and practical tips for pitching your business to VCs for the first time. She also shares an unpopular truth: if you’re becoming an entrepreneur for the status or the “quick money,” it’s going to be a rough ride. There’s only one reason why you shou

In this episode of Ambition 2.0, Amanda Goetz sits down with psychotherapist and Toxic Productivity author Israa Nasir to unpack why so many high-achieving women feel constantly behind, overwhelmed, and unable to rest—even when they’re doing “everything right.” Israa explains how productivity often becomes a coping mechanism for shame, fear, and feeling “not good enough,” and why no system, planner, or habit hack can fix that. Together, they talk about the early warning signs of toxic productivity (including resentment and the phrase “I just need to get through next week”), how unhealed wounds show up at work through perfectionism and feedback sensitivity, and why rest isn’t a reward—it’s a requirement. They also talk about how convenience culture and “main character energy” are quietly eroding community, why boundaries shouldn’t be rigid walls, and what it really takes to build a sustainable, values-aligned relationship with ambition. In this episode, you’ll learn: Why productivity is often emotio

In this episode of Ambition 2.0, host Amanda Goetz sits down with Starbucks' Global Chief Brand Officer Tressie Lieberman to talk about the path that led her through some of the biggest brands in marketing (Pizza Hut → Taco Bell → Chipotle → Yahoo → Starbucks), the mentors who changed her trajectory, and the family system that makes it possible: a true partnership where her husband is the stay-at-home parent. They get tactical about how to divide the cognitive load, why “Sunday check-ins” are a non-negotiable, and how to navigate the social friction that still shows up when you flip traditional gender roles. In this episode, you’ll learn: How Tressie went from aiming for “the next level” to owning the CMO path—and what made that shift happen Why curiosity (and doing “the little extra things”) is key in your career How to build a partnership that’s equitable, not score-keeping The practical systems that reduce mental load at home How to handle judgment, weird school dynamics, and

According to workplace culture expert and author Jennifer Moss, burnout in 2025 is actually worse than it was at the height of the pandemic—with roughly half of the global workforce experiencing symptoms.

In this episode of Ambition 2.0, host Amanda Goetz sits down with Erika Ayers Badan, former CEO of Barstool Sports, current CEO of Food52, bestselling author of Nobody Cares About Your Career, and all-around master of building a career entirely on her own terms.  Erika took Barstool from scrappy outsider to a $550M powerhouse with 5 billion monthly video views and 225 million followers, and now she’s teaching us how to take charge of our own career trajectory. Erika shows us the real mechanics of career growth: why nobody is coming to save you, how to make your own luck, why “random” career paths are often the most powerful, and the mindset shifts that separate fulfilled professionals from stuck ones.  She also shares candid stories from her time leading one of the most controversial (and successful) media companies in the world, what she’s learned about managing men and underdogs, how to stay emotionally regulated at work, and why she advocates for not bringing your whole self to work (compartmentalizatio

In this episode of Ambition 2.0, Amanda sits down with board-certified psychiatrist, researcher, and viral mental health educator Dr. Judith Joseph, MD, MBA, to talk about a form of depression that often flies under the radar: high-functioning depression. If you’re the one who “has it together” (the dependable friend, the rock at work, the caregiver who never drops the ball), but feel numb, exhausted, or joyless inside, this conversation is going to hit uncomfortably close to home (in the best way). Dr. Judith breaks down: Why so many high-achieving, caregiving women are especially vulnerable The science-backed difference between happiness (external, elusive) and joy (internal, accessible) Her framework of the five V’s of healing: validation, venting, values, vitals, and vision How people-pleasing and masochistic traits keep you stuck The surprising ways trauma, divorce, and “smaller” emotional wounds shape our ambition and burnout Why anhedonia (a loss of joy) is a red flag 

When it comes to money, most of us were taught to work hard, focus on saving, and not take any financial risks. In this episode of Ambition 2.0, Rachel Rodgers (self-made millionaire, founder of Hello Seven, and author of We Should All Be Millionaires and Future Millionaire) is here to replace that belief with something way more powerful. Rachel and Amanda get into why wealth is built on risk, not by simply “working harder”, how women are socialized to budget instead of build wealth, and the exact mindset and practical moves that helped Rachel go from living in a low-income household as a child to running an eight-figure business. You’ll hear them talk about: Why “making money is easy” is the belief Rachel wishes she’d adopted at 25 The biggest limiting belief holding ambitious women back Why wealth comes after betting on yourself—not just by investing in stocks and real estate How to know when it’s time to hire help (EA, VA, house manager, childcare, etc.) Turning your natural talen

What if ambition didn’t mean chasing the next title, paycheck, or performance review? In this episode of Ambition 2.0, host Amanda Goetz sits down with executive coach, podcast host, and author Amina AlTai (The Ambition Trap) to unpack what ambition really means—and why it might need a full rebrand. Together, Amanda and Amina get real about how culture (and capitalism) have warped our relationship with ambition—especially for women—and how to reclaim it on our own terms. From the “core wounds” that drive our overachieving tendencies to the importance of rest, self-awareness, and setting boundaries, this episode is your permission slip to stop chasing and start living. ✍️What you’ll learn Why ambition is cyclical (seasons of push + rest) The five core wounds (Lise Bourbeau) & how they show up at work “Painful” vs “purposeful” ambition—and how to shift The five "whys" to separate ego goals from what truly lights you up The resentment line: naming needs, stating them, and negoti

In this episode, Amanda Goetz sits down with Eve Rodsky—the New York Times bestselling author of Fair Play and Find Your Unicorn Space—to unpack one of the most important (and under-discussed) topics for ambitious women today: the invisible labor that keeps households running and the systems needed to make ambition sustainable. In a world where the lines between home, work, and personal ambition are constantly blurred, understanding the dynamics of domestic labor has never been more vital. Eve gets real about:

In the debut episode of Ambition 2.0, host Amanda Goetz sits down with Phoebe Gates and Sophia Kianni—the visionary co-founders of Phia, the AI-powered shopping assistant backed by Hailey Bieber, Kris Jenner, Sheryl Sandberg, and other major investors. From meeting as college roommates at Stanford and launching Phia as a class project to raising an $8M seed round for their company, Phoebe and Sophia have been through it all together. They get candid about building a tech startup from scratch, navigating friendship as co-founders, and learning how to set boundaries to avoid burnout. They open up about: The real meaning of work-life balance (and does it even exist?) Why personal branding is a superpower for founders The “ground rules” that keep their friendship—and business—thriving Lessons from their fundraising journey and startup leadership The creative philosophy behind their own podcast, The Burnouts Whether you’re an aspiring entrepreneur or just love a good founder orig