Pioneers and Pathfinders: Fifth Anniversary, Part II This episode brings Steve Poor's role as host of Pioneers and Pathfinders to a close. It has been a wonderful five-year ride with fascinating guests sharing intriguing insights on the past and future…

My final episode as host of Pioneers and Pathfinders. Thanks for listening over the past five years. Peace.

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Pioneers and Pathfinders: Michele DeStefano Returns As we close out our fifth year, we welcome back one of our early guests, Michele DeStefano, for a fascinating return conversation. Michele is a professor at the University of Miami School of Law, a…

As we wrap our fifth year, we welcome back Michele DeStefano—professor at Miami Law, visiting professor at Harvard Law, and founder of LawWithoutWalls. We talk about:
• AI’s impact on collaboration & legal education
• Why human-centered thinking still matters

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Pioneers and Pathfinders: Joanna Goodman Today we’re joined by Joanna Goodman, a freelance journalist, writer, and author covering technology, business, and media for national publications and major corporate clients. Joanna focuses much of…

New Pioneers and Pathfinders episode!

We’re joined by Joanna Goodman—legal tech journalist and author of Robots in Law.

We talk about:
• Writing about AI before it was mainstream
• Separating hype from reality in legal tech
• Why adoption is hard

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Pioneers and Pathfinders: Marlene Gebauer Returns Today we're delighted to welcome back Marlene Gebauer—self-described “Legal Innovation Heroine,” co-host of The Geek In Review, and one of the most thoughtful voices in the legal innovation community....

We welcome back Marlene Gebauer—co-host of The Geek in Review.
We talk about:
• The blending of KM, innovation & practice support roles
• How AI is reshaping legal work and its value
• Lessons from legal tech adoption
• Why human connection still matters most

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Pioneers and Pathfinders: Basha Rubin Returns This week on Pioneers and Pathfinders, we’re pleased to welcome back Basha Rubin, CEO and co-founder of Priori. It's been about four years since Basha last joined us, and in that time, Priori has gone...

New Pioneers and Pathfinders episode!

We welcome back Basha Rubin, CEO & co-founder of Priori, to talk about the company’s evolution from a legal marketplace to a full outside counsel decision platform. www.seyfarth.com/news-insight...

Pioneers and Pathfinders: Sateesh Nori Today we’re joined by Sateesh Nori. Sateesh is the chief legal futurist at LawDroid and a senior research fellow at NYU School of Law. His work sits at the crossroads of justice, technology, and…

We’re joined by Sateesh Nori, Chief Legal Futurist at LawDroid and Senior Research Fellow at NYU Law. Sateesh is also the creator of Roxanne the Repair Bot and author of Sheltered: Twenty Years in Housing Court. A discussion on tech and the A2J challenge.

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Pioneers and Pathfinders: Dan Linna Returns Today we're pleased to welcome back Dan Linna, director of law and technology initiatives and senior lecturer at Northwestern Pritzker School of Law and the McCormick School of Engineering. Dan was…

New Pioneers and Pathfinders episode!

We welcome back Dan Linna—Director of Law & Tech Initiatives at Northwestern Pritzker and affiliated faculty at Stanford CodeX.

A wide-ranging, thoughtful conversation on the future of legal innovation. 🎧

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Pioneers and Pathfinders: Carrie Fletcher On today's episode of Pioneers and Pathfinders, we're delighted to welcome Carrie Fletcher, a leadership development expert, lawyer, and longtime force for change in the legal profession. With more…

On today’s Pioneers and Pathfinders, we’re joined by Carrie Fletcher—leadership development expert, lawyer, and global head of faculty at O Shaped.

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Pioneers and Pathfinders: Taylor Bell This week on Pioneers and Pathfinders, we're joined by Taylor Bell, founding partner of Arizona ABS Law PLLC. Taylor works at the forefront of one of the most closely watched experiments in legal…

New Pioneers and Pathfinders episode.

We’re joined by Taylor Bell, founding partner of Arizona ABS Law PLLC, to explore what’s really happening inside Arizona’s ABS experiment.

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Pioneers and Pathfinders: Daniel Lewis Returns Today we’re catching up with Daniel Lewis, CEO of LegalOn Technologies. LegalOn is transforming the way legal professionals review and negotiate contracts through advanced contract AI, helping…

Daniel Lewis LegalOn Technologies} discusses:
• LegalOn’s first acquisition & Series E funding
• Working closely with OpenAI
• Why AI adoption is really a people + process challenge
• What GenAI means for junior lawyers

Today’s Pioneers and Pathfinders.

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Pioneers and Pathfinders: Ruby Powers We welcome all of you back and hope you had a wonderful holiday season. To start the new year, we’re joined by Ruby Powers, co-vice chair of the 2026 ABA TECHSHOW. Ruby is an immigration law attorney…

We’re back from the holidays and kicking off the year with a great conversation with Ruby Powers, co-vice chair of the 2026 ABA TECHSHOW. Ruby previews what’s coming this March.

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Pioneers and Pathfinders: Justin Ergler For our last episode of the year, we’re pleased to welcome back to the podcast Justin Ergler. Justin is a consultant focused on legal operations, outside counsel management, and client value strategy....

Final episode of the year on Pioneers and Pathfinders.

Justin Ergler returns for a one-on-one conversation on legal ops, value-based pricing, data challenges for law firms, and what generative AI could mean for legal services pricing.

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Pioneers and Pathfinders: Ross Guberman This week, we sit down with Ross Guberman, founder and CEO of BriefCatch—the leading legal writing assistant designed to help lawyers draft clear, precise, and persuasive documents. A former attorney…

New episode of Pioneers and Pathfinders: Ross Guberman, founder & CEO of BriefCatch.

We talk about his path into law, the framework behind great legal writing, and what he’s learned from building BriefCatch.

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Pioneers and Pathfinders: Travis Rogers Today, we welcome Travis Rogers, director & assistant general counsel on the Business Law team at Allstate—and a returning guest from our very first AI virtual roundtable. For over a decade, Travis…

Travis Rogers of Allstate joins us on Pioneers and Pathfinders.

We talk about his path to Allstate, how design thinking informs his legal work, and why curiosity is central to leadership. Travis also shares how he’s reshaping lawyer training for the future.

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Pioneers and Pathfinders: Colin S. Levy Returns Today, we talk with a returning guest, Colin S. Levy. Since he last joined us on the podcast, Colin has become general counsel at Malbek. Malbek is a CLM provider that helps large companies manage…

On P&P today: Colin S. Levy, General Counsel at Malbek and author of The Legal Tech Ecosystem. He covers:teaching legal tech in the era of generative AI, why he wrote his latest book, and the growing importance of cross-disciplinary collaboration for in-house teams.

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Pioneers and Pathfinders: Gus Neate Our guest this week is Gus Neate. Gus is the CEO and co-founder of WilsonAI. WilsonAI, in turn, is a startup using AI to streamline legal operations for businesses. Gus is an Oxford graduate who began...

New Pioneers and Pathfinders: Gus Neate, CEO and co-founder of WilsonAI.

An engineer-turned-lawyer, Gus shares what he’s learned building tech to eliminate repetitive legal work—and his advice for aspiring legal-tech founders.

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Pioneers and Pathfinders: Wendy Jephson This week on Pioneers and Pathfinders, we’re joined by Wendy Jephson, CEO and co-founder of Let’s Think. The company operates in a space they call “behavioral science AI,” which is intended to…

Today’s Pioneers and Pathfinders episode is Wendy Jephson, CEO/co-founder of Let’s Think, about using behavioral science AI to boost workplace performance.

Wendy’s journey—from lawyer and business psychologist to Nasdaq innovator to startup founder—is fascinating.

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Pioneers and Pathfinders: Jack Cushman Today, we’re joined by Jack Cushman, director of the Harvard Library Innovation Lab, where he and his team are reimagining how library principles can shape the future of legal technology. Jack is a…

New P&P episode: Jack Cushman on libraries, lawyers & generative AI

From coding to appellate law to leading the Library Innovation Lab at Harvard, Jack shares how libraries are reimagining their role in an AI-driven world.

#LegalInnovation #LibraryFuture #AIforLaw

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Best of Pioneers and Pathfinders: Leah Molatseli This week, we’re revisiting our conversation with Leah Molatseli, formerly of Contract Alchemists. Since her appearance on the podcast, Leah has taken on a new role as Country Liaison in South Africa…

We’re revisiting our conversation with Leah Molatseli, now Country Liaison in South Africa for Saga.

Leah talks about the South African legal community, her love of writing, and why purpose-driven work matters.

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Pioneers and Pathfinders: David Freeman Engstrom and Natalie Knowlton This week, we're joined by David Freeman Engstrom and Natalie Knowlton from the Deborah Rhode Center on the Legal Profession at Stanford Law. David, who serves as co-director of the Center and holds…

New episode on P&P: David Freeman Engstrom and Natalie Knowlton from Stanford’s Deborah Rhode Center join us to talk access to justice, regulatory reform, and how tech is reshaping legal services.

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Pioneers and Pathfinders: Jason Marty This week, we're joined by Jason Marty, CEO of Lumio, a company helping legal leaders grow their businesses and adapt to the age of AI. Jason brings a wealth of experience to the new venture. He…

This week on Pioneers and Pathfinders: Jason Marty, CEO of Lumio. From global COO roles at Baker McKenzie and BCLP to co-founding Lumio with Jae Um and Ed Sohn
He shares Lumio’s origin story, his career journey, and what “service as software” means.

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Pioneers and Pathfinders: Jordan Furlong Returns We're pleased to welcome back Jordan Furlong. Jordan is one of the legal industry's leading voices on the future of the profession. He continues to advise legal organizations through his consulting…

New on Pioneers and Pathfinders: Jordan Furlong returns.

We talk about the profession’s purpose in the age of AI, the balance between business + societal responsibilities, and his advice for firms navigating change.

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Pioneers and Pathfinders: Jonathan Petts Today's guest is Jonathan Petts, co-founder and CEO of Upsolve, a nonprofit helping low-income Americans overcome debt at scale. Jonathan's career has been focused on bankruptcy law, from clerking for...

New Pioneers & Pathfinders: Jonathan Petts, co-founder & CEO of Upsolve.

From NY bankruptcy courts to launching the nation’s most-visited nonprofit financial education site.

Recorded prior to the recent Second Circuit decision, still a powerful story.

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Pioneers and Pathfinders: Ivy Grey Returns This week, we’re catching up with Ivy Grey, a legal tech entrepreneur, writer, and longtime friend of the podcast. We first spoke with Ivy three years ago about her fascinating background in…

Ivy Grey is back on Pioneers and Pathfinders!
We dig into innovation, identity & what’s ahead for lawyers.
Smart, candid, and always worth the listen

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Pioneers and Pathfinders: Lucy Bassli Returns We’re excited to welcome back Lucy Bassli, founder and principal at InnoLaw Group. Lucy is a leading voice in legal operations and contract lifecycle management (CLM), helping organizations rethink…

Lucy Bassli is back on Pioneers and Pathfinders!

We dig into CLM fatigue, the future of legal education, and how tech + AI are reshaping pricing and training. Always candid, always insightful.

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Best of Pioneers and Pathfinders: Nicole Morris With the school year just around the corner, we're going back to a great episode featuring Professor Nicole Morris of Emory Law. Nicole wears many hats. She's not only a professor, but also leads the…

Kicking off the fall with a rerun featuring Emory Law’s Nicole Morris—engineer, patent lawyer, professor, and innovator.

From TI:GER to the IP & Innovation Clinic, she’s helping shape the next generation of lawyers.

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Best of Pioneers and Pathfinders: Denise Robinson As summer winds down, we're taking a moment to revisit one of our favorite conversations—this one with Denise Robinson, founding principal of The Still Center. Denise is a belonging & well-being…

Today on Pioneers and Pathfinders, we’re revisiting a conversation with Denise Robinson. From litigator to consultant in belonging and well-being, Denise shares how mindfulness and reflection can help lawyers build resilience, inclusion, and authentic connection.

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Pioneers and Pathfinders: Reena SenGupta Today's guest is Reena SenGupta, one of the true trailblazers in the legal world. She's executive director of RSGI, a global think tank focused on helping the legal industry build a more sustainable…

This week on Pioneers and Pathfinders: Reena SenGupta—founder of the FT Innovative Lawyers program—on 20 years of legal innovation, AI’s potential to make law more human, and the big shifts ahead in business models, leadership, and training.

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Pioneers and Pathfinders: Nicole Bradick Returns We’re excited to welcome back Nicole Bradick, one of our earliest guests on the podcast. Since last we spoke, a lot has changed. Nicole is now global head of innovation at Factor, following the…

Nicole Bradick is back on Pioneers and Pathfinders.
Now Global Head of Innovation at Factor, Nicole dives into:
• Transitioning from startup founder to innovation exec
• Designing with friction for better legal AI tools
• The future of justice tech
And other topics.

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Pioneers and Pathfinders: Ian Nelson Today, we’re joined by Ian Nelson, co-founder of Hotshot, a video-based learning platform that helps lawyers pick up essential legal, business, and technology skills in a more modern, practical way.…

A new Pioneers and Pathfinders episode has dropped featuring Ian Nelson of Hotshot.
We talk about:
→ why he left BigLaw for something riskier
→ launching Practical Law in the U.S.
→ how Hotshot is rethinking lawyer training
→ what Gen Z is teaching the profession

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