Tiffany Lopinsky: Co-Founder and COO of ShopMy
Second Life3 Feb 2025

Tiffany Lopinsky: Co-Founder and COO of ShopMy

Tiffany Lopinsky is the co-founder and chief operating officer of ShopMy, the groundbreaking tech company that is the preeminent platform used by content creators to share and monetize their product recommendations. Lopinsky studied government at Harvard, where she launched Boston Foodies, an Instagram account showcasing the city's best restaurants. The account grew to over 150,000 followers, giving her firsthand insight into the world of content creation. After graduation, she worked in business strategy and analytics at Arnold Worldwide, a global ad agency, and Popcart, a small start-up. At Popcart, she met her future co-founder, Harry Rein, who was working on a little side project—an online storefront where you can share products you like—and sought her advice. Eventually, they teamed up with another co-founder, Chris Tinsley, to create ShopMy. The platform launched in 2020 and quickly became invaluable to both creators and brands through its sophisticated affiliate network. Lopinsky and her co-founders have continued to refine and expand the platform, creating new programs that allow creators to have a steady income from brands and helping brands connect with creators who genuinely care about their products. Last month, they announced a $77.5 million Series B funding round, allowing them to expand into new markets and categories.

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Sophia Rossi: HelloGiggles Co-Founder

Sophia Rossi: HelloGiggles Co-Founder

Sophia Rossi's résumé is filled with accomplishments, but there's one achievement you won't find on there: graduate. The fiercely successful CEO of women's lifestyle website HelloGiggles skipped college to dive straight into full-time work after high school. In episode 13 of Second Life, Rossi talks about working as a producer on The Hills, learning from startup mistakes, and what it takes to be a great manager.

14 Maj 201830min

Tracy Sun: Poshmark Co-Founder

Tracy Sun: Poshmark Co-Founder

Tracy Sun may be at the helm of the impressive fashion-tech startup Poshmark, but she doesn't consider herself a "fashion person." She studied biology and psychology in college with the intention of pursuing a career in neuroscience. Little did she know that she would trade medical school for business school and leave behind New York City for the tech mecca that is Silicon Valley. Sun explains how she made the transition from science to startup in episode 12 of Second Life.

7 Maj 201836min

Jessica Alba: Actress and Founder of The Honest Company

Jessica Alba: Actress and Founder of The Honest Company

Having a successful career might seem like the goal for many actors, but for Jessica Alba, it was a foundation to try something entirely new: building a business. The founder of The Honest Company shares the most powerful lessons she’s learned along the way, including letting go of ego, recruiting the right people, and the most important quality you can possess.

30 Apr 201841min

Raina Penchansky: Digital Brand Architects Co-Founder and CEO

Raina Penchansky: Digital Brand Architects Co-Founder and CEO

Few people would consider dropping out of college at age 19 to be a pivotal first step toward an impressive career, but that's exactly what Raina Penchansky did. Now co-founder and CEO of digital talent management company Digital Brand Architects (BDA), Penchansky left college during her sophomore year and began building a wildly impressive career in public relations. She explains how her natural instincts for hustling and winging it catapulted her PR career and gave her the courage to launch her own startup in episode 10 of Second Life.

23 Apr 201840min

Kelly LeVeque: Holistic Nutritionist and Celebrity Health Coach

Kelly LeVeque: Holistic Nutritionist and Celebrity Health Coach

Making the decision to change careers isn't always clear-cut, but holistic nutritionist Kelly LeVeque can pinpoint the moment she realized she was on the wrong path. In episode nine, LeVeque talks about her leap from pharmaceutical sales to nutrition as well as the advice to heed if you’re thinking of starting a business.

16 Apr 201844min

Natasha Case: Coolhaus Co-Founder and CEO

Natasha Case: Coolhaus Co-Founder and CEO

Architecture and ice cream may sound like an unlikely combination, but bringing these two concepts together created a recipe for success for Natasha Case, co-founder of the original hipster ice cream truck, Coolhaus. After landing what many would consider a dream job as a Disney Imagineer straight out of graduate school, Case couldn’t shake the idea that she could use architecture for something bigger. For her, that meant blending her love for architecture with food, she explains in episode eight of Second Life.

9 Apr 201836min

Emily Current and Meritt Elliott: Hollywood Power Stylists and Designers Behind The Great

Emily Current and Meritt Elliott: Hollywood Power Stylists and Designers Behind The Great

Emily Current and Meritt Elliot have achieved something that most friends only ever dream about. What started as a college friendship blossomed into a wildly successful business partnership built on mutual respect and admiration. After going their separate ways following graduation, Emily and Meritt took a leap of faith, parting from their lives as freelance stylists and writers to join forces and create what would become multiple successful fashion brands together.

2 Apr 201836min

Mandana Dayani: Everything But the House Chief Brand Officer

Mandana Dayani: Everything But the House Chief Brand Officer

From an outsider's point of view, Mandana Dayani was on a clear path to success: After graduating from USC Gould School of Law, she had an offer lined up at a top firm. But something wasn't right. In episode six of Second Life, the chief brand officer of Everything But the House and former vice president of Rachel Zoe Inc. explains why changing careers was the best decision she ever made.

26 Mars 201838min

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