Julia O'Mara joins The Gen She Podcast to share how she co-founded Pickle, the peer-to-peer fashion rental app transforming the industry. In less than a year, Pickle brought over 50,000 items into circulation and powered lucrative side hustles—some users even made enough to cover their rent, with top earners hitting five figures. Julia opens up about her journey from quitting product management at Blackstone to raising $8M for Pickle, and how she and her co-founder took over 4,000 subway rides to hand-deliver rentals and fuel their marketplace in its early days.

We explore the initial pivot from a social polling app to a rental platform, the challenges of fundraising as a female founder, and the importance of a strong co-founder relationship. Julia also dives into key strategies for building a successful marketplace, from marketing to ensuring product quality and fostering a sense of community among users.

Whether you're interested in entrepreneurship, fashion tech, or startup life, Julia’s story is filled with lessons on resilience, innovation, and the hustle behind turning a vision into reality.

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I sat down to do another no BS Q&A with the Gen She community and finally answered all your career crises! YES, I know I promised a part 2 an entire year ago, and I’m sorry it’s taken so long. But I wanted to make sure it was truly helpful for all of you.

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Emma Bates joins The Gen She Podcast to share her journey from growing her personal blog to 100K readers at 19, leading global marketing at Away, to founding Diem, the first AI-powered community search engine for women. Emma’s story is all about the power of community—whether it’s building an audience, leading brand partnerships, or launching her own startup.

She opens up about growing up in the UK, moving to New York to chase her ambitions, and the challenges of navigating a male-dominated industry. Emma and Avni dive into her hiring strategies, where she values creativity and side projects over traditional experience, and the importance of personal branding as a founder—along with the double standards women face. Emma also shares her advice for aspiring entrepreneurs on taking small first steps and learning as you go.

The conversation touches on the rewards and struggles of startup life, from exhaustion to the joy of connecting with your community. Emma provides content creation tips and insights on how Diem’s social media strategy fuels growth and engagement.

Join us for an inspiring conversation about the power of community, the realities of startup life, and the challenges of building a brand with purpose.

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This year I made a significant amount of money, more than I’ve ever seen in my entire life. But here’s the kicker…I was already living the exact lifestyle (from travel to social) as I do now, even when I had literally no money. How? Simply by incorporating these 18 habits in my life…

P.S. Most of these habits are inspired by my ‘20 Ridiculous Habits I Stole from Silicon Valley Entrepreneurs’ series on Instagram. However, this goes deeper into how I actually incorporated them, how they transformed my life, and the tactical steps you can take to adopt them tomorrow.

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Sam Coxe joins The Gen She Podcast to share her journey from quitting big law to landing a deal on Shark Tank for her innovative product, Flaus—the world's first electric flosser.

She candidly discusses her transition from a stable corporate career to entrepreneurship, driven by a desire to make a meaningful impact. Sam reflects on the glamorization of entrepreneurship, the realities of fundraising as a female founder, and the damaging effects of patriarchal attitudes in the entrepreneurial space. She also highlights the importance of investing in oneself and prioritizing self-care and mental health to sustain her business.

Sam delves into her life philosophy, emphasizing the importance of figuring things out as you go, with meditation, journaling, and networking as key pillars for her entrepreneurial mindset. She shares the whirlwind experience of preparing for Shark Tank with just three weeks' notice, the impact of securing Candace of Sprinkles Cupcakes as an investor, and how the show's exposure led to skyrocketing sales, fundamentally transforming her business.

In addition, Sam offers practical insights from her own journey, such as validating market demand through research, leveraging crowdfunding to raise capital, and the value of embracing discomfort in the pursuit of goals. This episode is packed with inspiration, real talk on the challenges of entrepreneurship, and tactical advice for aspiring founders.

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In this episode, we dive into the journey of Rachel Liverman, the founder of Glowbar, a brand that has revolutionized facials with its 30-minute, customized treatments now available in 17+ studios from DC to Boston. Rachel shares how her entrepreneurial path began at Beautyblender, where she invested her time and resources into developing Glowbar’s business plan. After six months, a consumer survey validated her idea, giving her the confidence to take the leap.

Rachel opens up about starting Glowbar as a single woman at 32, navigating the challenges and finding resilience in her solo journey. She talks about her decision to prioritize her business in its early years, choosing to wait until 36 to get married, and the balance she struck between personal sacrifices and professional growth.

Rachel also discusses her mission to help people feel confident in their skin, believing that confidence is the key ingredient for long-term success in both personal and professional life. She also shares her simple 4-step skincare routine and the products she uses for achieving glowing skin, stressing the importance of consistency in skincare.

This episode is a powerful reminder to pursue your dreams with passion, embrace your unique beauty, and understand the sacrifices that come with building something truly impactful, one facial at a time.

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In this video, I reveal the game-changing strategy that helped me land highly competitive roles, including a software engineering internship at LinkedIn with no prior coding experience.

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Madi joins us to share her journey from growing up as an Indian American in Missouri to becoming a rising star. She discusses the challenges she faced, the power of confidence, and the importance of mindset in shaping reality. Madi dives into delegation, self-care, and the value of meaningful relationships while also addressing the impact of internalized misogyny on women’s success and friendships.

Madi also opens up about her struggles with beauty standards, her path to self-love, and the role of influencers in promoting healthy body image. We also touch on the influence of religion on patriarchal ideas and the need for supportive, empowering friendships among women.

Tune in for an inspiring conversation as Madi shares her insights on embracing uniqueness, believing in yourself, and living a life full of purpose and fulfillment.

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Follow Gen She

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In this video, I reveal the game-changing strategy that helped me land highly competitive roles, including a software engineering internship at LinkedIn with no prior coding experience.

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Nadya Okamoto joins The Gen She Podcast to share how she built the wildly successful lifestyle brand, August, while passionately fighting to end period stigma. With over 4M followers on TikTok, she shares how she focuses on creating an authentic, community-driven brand rather than just being the "cool girl." Nadya discusses the crucial role of her male co-founder in their mission and the importance of diverse perspectives. She opens up about growing up in New York, facing financial struggles, and breaking racial stereotypes as an Asian American, especially during her political campaign. Nadya candidly talks about the sacrifices she's made, the impact on her relationships and mental health, and her journey with August to offer better period care. Join us for an inspiring chat about her passion, resilience, and the balance between personal well-being and entrepreneurial drive in the fight for positive change.

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