How Stephanie Wilkins Moved from Big Law to Legal Tech episode artwork

EPISODE · Jul 31, 2026 · 30 MIN

How Stephanie Wilkins Moved from Big Law to Legal Tech

from WILL - Women Interested in Leaving Law · host WILL - Women Interested in Leaving Law

“I was unhappy every single day. I was a good lawyer, but I hated it. Then I wondered, ‘How good might I be at something I actually liked doing?’”For Stephanie Wilkins, this question was a wake up call.After eight years as a litigator with a partnership lined up, Stephanie made the decision to walk away without a clear plan. A “crazy/scary” and necessary move.In this episode, Stephanie shares why walking away from a potential partnership gave her the space to figure out what she liked doing.  What followed was a year of travel that confirmed her decision to leave.  She found her way onto a more aligned path  in writing, journalism and legal tech.We talk about:What it felt like to walk away from big law without a plan.The difference between burnout and misalignment.How to reconnect with what you’ve always loved, and turn it into a career.Why “quitting” isn’t failure and how to manage expectations - yours and others. How to break into legal tech and why it’s full of opportunity right now.If you’re wondering what you can do off the “traditional lock-step legal path” out there for you, listen to this conversation! About StephanieStephanie Wilkins is the Director of Content at Legaltech Hub, where she helps lead the company in building out its editorial content and thought leadership strategy. Previously, she was the Editor-in-Chief of Legal Technology and Legaltech News at ALM, where she served as a guide for the entire ALM newsroom in tackling the intersection of law, technology, and AI. In a past life, Stephanie was a successful litigator in the New York offices of Clyde &; Co and Dewey & LeBoeuf.Connecthttps://www.legaltechnologyhub.com/https://www.linkedin.com/in/stephanie-wilkins/ WILLThe WILL- Women Interested in Leaving Law Podcast is hosted by Elena Deutsch, a dedicated legal career coach and catalyst. This podcast is more than a good listen; it’s an invitation to explore new possibilities and shed limiting beliefs. As WILL Alumni and guests share their journeys beyond traditional legal careers, you’ll see that you can leave or love law.Feel stuck, unhappy, or ready to explore your own WILL journey?Book your consultation: https://consultation.womeninterestedinleavinglaw.com/2-step-sales-page-page-4160

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