Sarah O’Leary: CEO of Willow Innovations
Second Life15 Syys 2025

Sarah O’Leary: CEO of Willow Innovations

Sarah O’Leary is the CEO of Willow Innovations, the inventors of the first wearable breast pump. She began her career as a consultant for private equity clients, learning firsthand how businesses make big decisions and developing her problem-solving skills. She then made the switch from advising companies to helping run them when she went to work for a client. O’Leary transitioned into brand development and growth in the e-commerce and retail space at companies of all sizes, refining her skills. Willow Innovations reached out to her to recruit her shortly after she became a mom. The offer came while she was navigating postpartum life and reconsidering how she wanted to invest her time. She accepted Willow’s offer because she believed in the company’s commitment to showing up for moms like her. O’Leary joined as the company’s vice president of growth, helping expand Willow’s product offerings and its identity as a brand that supports moms beyond breast pumps. The results she drove and her years of experience made her the perfect candidate for the role of CEO when the time came to select a new one.

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Anine Bing: Founder & Chief Creative Officer of Anine Bing

Anine Bing: Founder & Chief Creative Officer of Anine Bing

Anine Bing launched her successful clothing and accessories line in 2012, but her days once revolved around modeling, music, and blogging. Listen to the story of her career pivots on this week's episode.

22 Heinä 201947min

Jennifer Meyer: Jewelry Designer and Founder of Jennifer Meyer Jewelry

Jennifer Meyer: Jewelry Designer and Founder of Jennifer Meyer Jewelry

Jennifer Meyer’s career has taken a non-linear path that went from psychology to fashion editorial to PR before she founded her now wildly popular jewelry brand. Listen to her story on Second Life.

15 Heinä 201954min

Lauren Kleban: Celebrity Trainer and Founder of LEKFit

Lauren Kleban: Celebrity Trainer and Founder of LEKFit

Lauren Kleban started out as a professional dancer and now runs L.A.’s popular LEKFit workout studio. Hear about her career journey and what’s next for her company on Second Life.

8 Heinä 201947min

Life Lessons | Anastasia Soare: Anastasia Beverly Hills Founder and CEO

Life Lessons | Anastasia Soare: Anastasia Beverly Hills Founder and CEO

When Anastasia Soare immigrated to Los Angeles from her native Romania in the early ’90s, she had no idea she’d someday change the way we collectively groom our brows. But after attending aesthetician school and getting a job at a salon on Melrose Place, she noticed that her facial clients weren’t taking proper care of their brows. Sensing a white space, she eventually launched her own salon where she dedicated herself to shaping brows of A-list clients. On this episode of Life Lessons, she’s talking us through how she ended up launching a full-on empire complete with a best-selling product line you’ve definitely heard of: Anastasia Beverly Hills.

3 Heinä 201948min

Paige Adams-Geller: Paige Founder and Creative Director

Paige Adams-Geller: Paige Founder and Creative Director

Paige Adams-Geller was a fit model and actress before founding lifestyle and denim brand Paige in 2004. The brand now has a global presence and a slew of celebrity fans.

1 Heinä 201951min

Life Lessons | Laura Vassar: Brock Collection Co-Founder

Life Lessons | Laura Vassar: Brock Collection Co-Founder

Laura Vassar has spent most of her life crafting beautiful ready-to-wear, a passion that began in high school when she learned to sew and designed her own prom dress. She met her future husband (and business partner) Kristopher Brock while studying at Parsons in New York City, and the rest is history: Their brand Brock Collection is now stocked at fine department stores and on big-time sites like Net-a-Porter and Moda Operandi. On this week’s episode of Life Lessons, she’s offering up advice for aspiring designers and explaining what it’s really like to work in fashion.

26 Kesä 201933min

Nancy Twine: Briogeo Founder and CEO

Nancy Twine: Briogeo Founder and CEO

Nancy Twine went from working at Goldman Sachs to becoming the founder and CEO of clean, buzzy haircare brand Briogeo. Find out how she did it on Second Life.

24 Kesä 201954min

Life Lessons | Molly McNearney:  Jimmy Kimmel Live! Co–Head Writer

Life Lessons | Molly McNearney: Jimmy Kimmel Live! Co–Head Writer

When Molly McNearney arrived in Los Angeles and landed an interview to work as an assistant producer at Jimmy Kimmel Live, she jumped at the chance (although she admits she had no idea who Kimmel was at the time). The job wasn’t glamorous, but the initiative she showed in those early days led to other opportunities on the show. She worked her way up the ranks and into the writers’ room, eventually earning her current status as head writer. On this week’s Life Lessons episode, McNearney offers up advice for aspiring writers.

19 Kesä 201956min

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