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On the Schmooze

Welcome to On the Schmooze, a weekly podcast that features interviews with talented professionals who have achieved success in their field or industry. I ask probing questions to get them to share untold stories about their leadership journey and how they built and sustained their professional network. Put insights from me and my guests into action this week and you’ll benefit from for years to come. Podcast inspired by Dorie Clark, Guy Raz, Pat Flynn, Jonny Nastor, Dale Carnegie.
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Oct 3, 2022

Today’s guest empowers the dreamers, partners with the doers, educates the thinkers, and inspires the aspiring.

She has the very unique bragging right of being Etsy’s first attorney and their 17th employee overall. For over nine years she helped Etsy scale from an inconspicuous startup to a publicly traded company. After that, she joined Vroom as its first General Counsel.

Apart from being a startup attorney, she is a jeweler, investor, board member, and speaker. She won The New York Law Journals 2018 General Counsel Impact Award and created America's Ugliest Necklace. She is a playwright with a hilarious new show, Dirty Legal Secrets.

Please join me in welcoming Sarah Feingold.

In this episode we discuss:

  • her thoughts on leadership: “Leadership is noticing the lightbulb goes out, replacing the lightbulb, and then ordering more lightbulbs just in case.”
  • her origins being an art student and not feeling like a leader.
  • when she knew that she wanted to work with artists but after a brainstorming session in a business class decided law was a better answer.
  • what prompted her to reach out to Etsy to offer suggestions on their policies. This led to her booking a ticket from Rochester to NYC and telling the CEO that she was going to interview with them to be their in-house attorney.
  • her reflection on the risks she was taking back then that she couldn’t imagine taking now.
  • how she built a community of lawyers to network with in New York City.
  • how she ended up joining a board after attending a seminar and being welcomed in by in-house attorneys at Macy’s while still being the new kid in town.
  • how she ended up leaving Etsy for Vroom mostly due to curiosity.
  • why she decided to collect legal stories and released them as a play.
  • why she prioritizes her solo theater dates.
  • the story behind creating “America’s Ugliest Necklace.”
  • how she nurtures and sustains the outer layers of her network.
  • what she’s looking forward to in the next year.

Listen, subscribe and read show notes at www.OnTheSchmooze.com.

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