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.

Would you leave an honest rating and review on Apple Podcast? Or Stitcher? They are extremely helpful and I read each and every one of them. Thanks for the inspiration!

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.


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Who is Robbie Samuels? 

🟧 I'm a multi-passionate entrepreneur. I geek out about community-building, relationship-building, thoughtfully designing space for a conversation, and anything about bringing people together to create connections. I believe quality engagement is about inclusion and belonging.

Depending on what caught your eye about my work, you may be surprised to discover that I do more than you were initially interested in.

What do I do?

🟧 As a business growth strategist, I coach entrepreneurial women in their 50s and beyond who are looking to grow their impact and income through new revenue streams by helping them grow their audience before they launch their product or service.

🟧 As a virtual event design consultant and executive Zoom producer, I help my clients reimagine their in-person events by utilizing all of the opportunities available through digital and analog tools. Rather than replicating the in-person event, we create a powerful virtual experience.

🟧 Before the pandemic, and again as in-person events return, I support organizations designing conferences that create opportunities for participant engagement so they can follow through on their networking intentions.

I've been producing events in one form or another since I was in college in the 90s and providing business growth strategy advice for nearly as long.

⭐ I published two books that have collectively received over 400 Amazon reviews,
⭐ I was invited to do a TEDx on my signature networking technique,
⭐ I have hosted a podcast since 2016,
⭐ when the pandemic shuttered in-person events, I swiftly reinvented myself resulting in a successful multi-six-figure business, and
⭐ my clients include Feeding America, the California WIC Association, and other national and statewide mission-driven organizations.

How can I help you?

Here are some of the ways my clients describe me…

✅ business growth strategy coach
✅ virtual event design consultant & strategist
✅ executive Zoom producer
✅ professional speaker
✅ emcee (virtual and in-person)
✅ podcast host
✅ author
✅ virtual presentation skills trainer

and I'm likely leaving something out…

Read my back story at

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Affiliate Links: Disclosure of Material Connection: Some of the links above are “affiliate links”. This means that if you click on the link and purchase the item, I will receive an affiliate commission. Regardless, I only recommend products and services I use personally and believe will add value to my listeners. I am disclosing this in accordance with the Federal Trade Commission’s 16 CFR, Part 255: “Guides Concerning the Use of Endorsements and Testimonials in Advertising.”

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