
Evolving with Jessica Nguyen
Evolving with Jessica Nguyen is a podcast for in-house legal professionals who want to adapt to a rapidly changing legal industry. Host Jessica Nguyen speaks with legal and business leaders about topics like hiring, leadership, AI adoption, and building future-ready legal departments. The show covers AI tools, legal technology, mentorship, and the challenges of modern legal work. It's aimed at in-house lawyers, general counsel, and legal operations professionals who want to stay ahead of industry trends. The podcast is brought to you by Sandstone.
Episodes

Virginia Johnson: Betting on Yourself
She spent two decades climbing toward the titles, the raises, the next rung. Then she stepped off the ladder entirely, just to find out what she actually wanted.
Jessica sits down with Virginia Johnson, Partner at Outside General Counsel (OGC), to talk about the relationships that built her career, the sabbatical that redefined it, and what she looks for now in a role, a founder, and herself.
Ep

Alexandra Sepulveda: Curiosity is a Superpower
What do duct-taped ramen floaties have to do with in-house counsel? Everything, according to Alexandra Sepulveda, who has learned that curiosity, receipts, and the willingness to start over are the real survival skills of a legal career.
Jessica sits down with Alexandra Sepulveda of Trust & Will for a wide-ranging conversation about building a legal career across startups, enterprise, and everyth

Dina Segal: Build, Iterate, Transform
Every general counsel remembers the job they didn't want. For Dina Segal, that job became the foundation for every one that followed, and the reason she now tells rising leaders to stop waiting until they feel ready.
Jessica sits down with Dina Segal, Chief Legal Officer of Gusto to talk about her path from early litigation and tax work to becoming CLO, and what she has learned about building fea

Trista Engel and Jessica Markowitz: Think Like an Executive
Two non-lawyers now run one of the legal industry's most established staffing firms, and their outsider perspective may be exactly what makes them so valuable to the GCs they serve.
Jessica sits down with Trista Engel, CEO, and Jessica Markowitz, President and Chief Operating Officer of Paragon Legal. Together they trace how two business partners without legal backgrounds built Paragon into a nat

Deborah Solmor on Preparing the Next Generation of GCs
Deborah Solmor spent two decades as a Skadden litigator before walking into her first General Counsel role and discovering that being a lawyer was, as she puts it, the least interesting thing about the job. Her journey from big law to nonprofit GC became the foundation for a mission bigger than any single title.
In this episode, Jessica sits down with Deborah Solmor, General Counsel of Wisconsin

Catherine Romero: Always Bet on Curiosity
Some careers follow a straight line. Catherine Romero's is not one of them, and that is exactly what makes it worth talking about.
In this episode, Jessica sits down with Catherine Romero, a former manager, mentor, and dear friend who quietly left an engineering career at Boeing, secretly enrolled in law school, helped take Amazon public at Perkins Coie, and is now back in an engineering role at

Mary O'Carroll on Bridging Law and Technology
Mary O'Carroll is one of the most influential voices in legal operations, and for good reason. She has spent two decades building, connecting, and pushing the industry forward.
In this episode, Jessica sits down with Mary O'Carroll, CEO of LegalEng Consulting Group, for a wide-ranging conversation on where legal ops came from, where legal tech is going, and what it is going to take to get there.

Eric Dodson Greenberg on Relationships and the Future of Law
Twenty years into a legal career, the question worth asking is not what you know but how you learned it. Eric Dodson Greenberg has a few stories about that.
Evolving with Jessica Nguyen is officially here. Jessica sits down with Eric Dodson Greenberg, EVP, General Counsel & Corporate Secretary of Cox Media Group, for a conversation that covers career growth, leadership culture, and where AI is ta

Evolving with Jessica Nguyen Trailer
The legal industry is changing fast, and the best legal and business leaders aren't waiting for permission to evolve.
Evolving with Jessica Nguyen is the podcast for in-house legal professionals who are thinking bigger. Every episode, Jessica sits down with legal and business leaders who are future-proofing their teams to go deep on how they hire, how they lead, how they're using AI, and what the
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