Evolving with Jessica Nguyen https://www.evolvingpod.com/ en 2026 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 they're still figuring out. From AI tools and legal technology to leadership, mentorship, and building modern legal departments, this show covers what it really takes to build a legal team and company that's ready for whatever comes next. If you're an in-house lawyer, general counsel, or legal operations professional who's excited about where the legal profession is going, this show is for you. Evolving with Jessica Nguyen, brought to you by Sandstone. Learn more at sandstone.com. https://megaphone.imgix.net/podcasts/92809a62-6993-11f1-be04-7f9e47d4504a/image/b05fd08c85cf2e74159b1d18cc815b02.jpg?ixlib=rails-4.3.1&max-w=3000&max-h=3000&fit=crop&auto=format,compress Evolving with Jessica Nguyen https://www.evolvingpod.com/ episodic Jessica Nguyen 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 they're still figuring out. From AI tools and legal technology to leadership, mentorship, and building modern legal departments, this show covers what it really takes to build a legal team and company that's ready for whatever comes next. If you're an in-house lawyer, general counsel, or legal operations professional who's excited about where the legal profession is going, this show is for you. Evolving with Jessica Nguyen, brought to you by Sandstone. Learn more at sandstone.com. 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 they're still figuring out.

From AI tools and legal technology to leadership, mentorship, and building modern legal departments, this show covers what it really takes to build a legal team and company that's ready for whatever comes next.

If you're an in-house lawyer, general counsel, or legal operations professional who's excited about where the legal profession is going, this show is for you.

Evolving with Jessica Nguyen, brought to you by Sandstone. Learn more at sandstone.com.

]]> Jessica Nguyen evolving@podsquad.fm Catherine Romero: Always Bet on Curiosity https://www.evolvingpod.com/ 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 Microsoft using AI to help solve some of the world's biggest problems. Episode Threads How Catherine secretly enrolled in law school without telling her parents Going from engineer to lawyer and back to engineer again The work inside Microsoft's AI for Good team: a Vatican history project, a global weather model, and food security mapping with the UN Why Catherine, having lived through PCs and the internet, is not afraid of AI What Catherine noticed in Jessica's interview 13 years ago and what it says about standing out as a candidate How to earn enough trust with a client that they invite you to join their team The founding of IPLI and the story of one participant who made it to partner after spending years living in a car in the Bronx What the legal profession needs from the next generation as AI reshapes entry-level work Connect & Visit: Catherine Romero Jessica Nguyen Evolving with Jessica Nguyen Wed, 08 Jul 2026 04:02:00 -0000 full Jessica Nguyen 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 Microsoft using AI to help solve some of the world's biggest problems. Episode Threads How Catherine secretly enrolled in law school without telling her parents Going from engineer to lawyer and back to engineer again The work inside Microsoft's AI for Good team: a Vatican history project, a global weather model, and food security mapping with the UN Why Catherine, having lived through PCs and the internet, is not afraid of AI What Catherine noticed in Jessica's interview 13 years ago and what it says about standing out as a candidate How to earn enough trust with a client that they invite you to join their team The founding of IPLI and the story of one participant who made it to partner after spending years living in a car in the Bronx What the legal profession needs from the next generation as AI reshapes entry-level work Connect & Visit: Catherine Romero Jessica Nguyen Evolving with Jessica Nguyen 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 Microsoft using AI to help solve some of the world's biggest problems.

Episode Threads

  • How Catherine secretly enrolled in law school without telling her parents

  • Going from engineer to lawyer and back to engineer again

  • The work inside Microsoft's AI for Good team: a Vatican history project, a global weather model, and food security mapping with the UN

  • Why Catherine, having lived through PCs and the internet, is not afraid of AI

  • What Catherine noticed in Jessica's interview 13 years ago and what it says about standing out as a candidate

  • How to earn enough trust with a client that they invite you to join their team

  • The founding of IPLI and the story of one participant who made it to partner after spending years living in a car in the Bronx

  • What the legal profession needs from the next generation as AI reshapes entry-level work

Connect & Visit:

]]> 3283 Mary O'Carroll on Bridging Law and Technology https://www.evolvingpod.com/ 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. Episode Threads How CLOC started as a lunch between people who had no name for what they did What drove every move in Mary's career from Google to Ironclad to big law and back out What a legal engineer is and the three skills that define one Why big law genuinely wants to change but cannot easily walk away from what has made it successful What AI-native law firms are actually pitching and whether it holds up What happens to junior associates as AI takes over entry-level legal work Why every legal tech vendor sounds the same right now and how to cut through it as a buyer Build versus buy: why building in-house almost always ends up abandoned Mary's one piece of advice for legal professionals trying to catch up on tech Connect & Visit: Mary O'Carroll LegalEng Consulting Group Jessica Nguyen Evolving with Jessica Nguyen Wed, 08 Jul 2026 04:01:00 -0000 full Jessica Nguyen 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. Episode Threads How CLOC started as a lunch between people who had no name for what they did What drove every move in Mary's career from Google to Ironclad to big law and back out What a legal engineer is and the three skills that define one Why big law genuinely wants to change but cannot easily walk away from what has made it successful What AI-native law firms are actually pitching and whether it holds up What happens to junior associates as AI takes over entry-level legal work Why every legal tech vendor sounds the same right now and how to cut through it as a buyer Build versus buy: why building in-house almost always ends up abandoned Mary's one piece of advice for legal professionals trying to catch up on tech Connect & Visit: Mary O'Carroll LegalEng Consulting Group Jessica Nguyen Evolving with Jessica Nguyen 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.

Episode Threads

  • How CLOC started as a lunch between people who had no name for what they did

  • What drove every move in Mary's career from Google to Ironclad to big law and back out

  • What a legal engineer is and the three skills that define one

  • Why big law genuinely wants to change but cannot easily walk away from what has made it successful

  • What AI-native law firms are actually pitching and whether it holds up

  • What happens to junior associates as AI takes over entry-level legal work

  • Why every legal tech vendor sounds the same right now and how to cut through it as a buyer

  • Build versus buy: why building in-house almost always ends up abandoned

  • Mary's one piece of advice for legal professionals trying to catch up on tech

Connect & Visit:

]]> 2459 Eric Dodson Greenberg on Relationships and the Future of Law https://www.evolvingpod.com/ 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 taking the legal profession. Whether you're navigating your first in-house role or years into your career, this one will leave you thinking differently about how you show up. Episode Threads Early career stories that shaped how Eric thinks about preparation, improvisation, and holding your ground What big law, the DOJ, and in-house each taught him about legal excellence and the value of relationships Why legal excellence alone is not enough and what actually carries a career over the long run Building teams where imperfect ideas are welcome and collaboration beats validation every time The "day trader" trap and why your career trajectory matters more than any single hard day How unconscious bias shows up in the legal profession and what junior lawyers can do about it Why the billable hour is not going anywhere and what AI will actually change about law firm economics What the future holds for junior lawyers, legal ops, and the people who use AI best Eric's personal use of AI and why curiosity is the real superpower in the age of AI Connect & Visit: Eric Dodson Greenberg Jessica Nguyen Cox Media Group Evolving with Jessica Nguyen Wed, 08 Jul 2026 04:00:00 -0000 full Jessica Nguyen 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 taking the legal profession. Whether you're navigating your first in-house role or years into your career, this one will leave you thinking differently about how you show up. Episode Threads Early career stories that shaped how Eric thinks about preparation, improvisation, and holding your ground What big law, the DOJ, and in-house each taught him about legal excellence and the value of relationships Why legal excellence alone is not enough and what actually carries a career over the long run Building teams where imperfect ideas are welcome and collaboration beats validation every time The "day trader" trap and why your career trajectory matters more than any single hard day How unconscious bias shows up in the legal profession and what junior lawyers can do about it Why the billable hour is not going anywhere and what AI will actually change about law firm economics What the future holds for junior lawyers, legal ops, and the people who use AI best Eric's personal use of AI and why curiosity is the real superpower in the age of AI Connect & Visit: Eric Dodson Greenberg Jessica Nguyen Cox Media Group Evolving with Jessica Nguyen 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 taking the legal profession.

Whether you're navigating your first in-house role or years into your career, this one will leave you thinking differently about how you show up.

Episode Threads

  • Early career stories that shaped how Eric thinks about preparation, improvisation, and holding your ground

  • What big law, the DOJ, and in-house each taught him about legal excellence and the value of relationships

  • Why legal excellence alone is not enough and what actually carries a career over the long run

  • Building teams where imperfect ideas are welcome and collaboration beats validation every time

  • The "day trader" trap and why your career trajectory matters more than any single hard day

  • How unconscious bias shows up in the legal profession and what junior lawyers can do about it

  • Why the billable hour is not going anywhere and what AI will actually change about law firm economics

  • What the future holds for junior lawyers, legal ops, and the people who use AI best

  • Eric's personal use of AI and why curiosity is the real superpower in the age of AI

Connect & Visit:

]]> 4305 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 they're still figuring out. From AI tools and legal technology to leadership, mentorship, and building modern legal departments, this show covers what it really takes to build a legal team and company that's ready for whatever comes next. If you're an in-house lawyer, general counsel, or legal operations professional who's excited about where the legal profession is going, this show is for you. Evolving with Jessica Nguyen, powered by Sandstone. Learn more at sandstone.com. Tue, 16 Jun 2026 15:12:00 -0000 trailer Jessica Nguyen 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 they're still figuring out. From AI tools and legal technology to leadership, mentorship, and building modern legal departments, this show covers what it really takes to build a legal team and company that's ready for whatever comes next. If you're an in-house lawyer, general counsel, or legal operations professional who's excited about where the legal profession is going, this show is for you. Evolving with Jessica Nguyen, powered by Sandstone. Learn more at sandstone.com. 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 they're still figuring out.

From AI tools and legal technology to leadership, mentorship, and building modern legal departments, this show covers what it really takes to build a legal team and company that's ready for whatever comes next.

If you're an in-house lawyer, general counsel, or legal operations professional who's excited about where the legal profession is going, this show is for you.

Evolving with Jessica Nguyen, powered by Sandstone. Learn more at sandstone.com.

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