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Pioneers and Pathfinders

Latest episodes

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Oct 5, 2022 • 36min

Jennifer Leonard

Jennifer Leonard is the University of Pennsylvania Carey Law School's chief innovation officer and the executive director of the Future of the Profession Initiative. As chief innovation officer, Jennifer advances projects that evolve our understanding of the skills and knowledge lawyers need to thrive in a rapidly changing professional landscape. She and her colleagues also develop multidisciplinary projects that engage law students with creative thinkers from the Wharton School, Penn Engineering, the School of Nursing, and more to design solutions and make civil legal systems more accessible. In today's episode, Jennifer tells us about her groundbreaking role as the first and only chief innovation officer at a law school, how she is using design thinking to collaborate across Penn and with peers at other law schools, and her advice for creative law students who want to enter the world of Big Law—as well as her advice for those firms.
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Sep 28, 2022 • 29min

Zach Posner

Zach Posner is a three-time entrepreneur turned investor. He is working to find ways that artificial intelligence can be used to positively affect the world. To that end, Zach is the co-founder and managing partner at The LegalTech Fund, which is the first venture capital fund to focus exclusively on legal tech. Founded in 2020 post-pandemic, the Fund recently closed to $28.5 million, exceeding its goal of $25 million. The vision of The LegalTech Fund is to bring together a community of the world's most forward-thinking experts and advisors to accelerate innovation in the legal world. In today's conversation, we talked about how this finance major came to invest in legal tech, the criteria Zach looks for when he makes investments, and his plans for the inaugural The LegalTech Fund Summit coming in December.
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Sep 21, 2022 • 29min

David Wang

The past few years have seen a rise in heads of innovation at Big Law firms. One of the leading voices in this space is David Wang, Wilson Sonsini Goodrich & Rosati’s chief innovation officer. David is responsible for overseeing the firm's innovation strategy, the development and implementation of legal technology programs, and supporting and advising both internal and client teams on the legal and operational implications of emerging technologies and business models. He previously practiced corporate and securities law for more than 10 years, working with private and public companies on general corporate and transactional matters. Prior to becoming a lawyer, David was an entrepreneur himself. Under David’s leadership, Wilson has received multiple accolades for their innovative use of technology. In today's conversation, we discuss how David transitioned from the practice of law to leading a cutting-edge innovation and technology team at a Big Law firm, how he manages his portfolio of responsibilities, his decision-making process for taking on new projects, and what excites him most in the legal tech market.
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Sep 14, 2022 • 28min

Devshi Mehrotra

JusticeText, an MIT- and Google-backed startup, is building technology to improve criminal justice outcomes for low-income Americans. Today's guest is Devshi Mehrotra, JusticeText CEO and co-founder. She started this work when she was a computer science undergraduate at the University of Chicago, while the city was reeling from the death of Laquan McDonald. Devshi and co-founder Leslie Jones-Dove began their work helping public defenders better utilize large volumes of admissible video and audio data. Today, JusticeText is an audiovisual evidence management platform that expedites review of collective video and audio data with machine learning to support the work of public defenders. Devshi talks to us about how falling in love with the problem helped her go against her natural risk aversion, how participating in startup programs and accelerators contributed to the success of JusticeText, and how she is building a strong company culture.
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Aug 31, 2022 • 33min

Tony Thai

Tony Thai is an attorney, entrepreneur, and software engineer. He founded and serves as CEO and chief engineer of HyperDraft, a company which builds bespoke document automation software for law firms and legal departments. Prior to his legal career, Tony worked as an enterprise software engineer. An M&A venture capital attorney by training, his goal was always to build tech to disrupt the profession. To learn how lawyers practice and how the law is delivered, Tony practiced at some of the world's most prestigious law firms, as well as in-house at multiple technology companies. He was recently recognized as a Fastcase 50 honoree, and serves as an adjunct professor at USC Gould School of Law. In today's conversation, we talk about why Tony embraces all the boring stuff nobody else wants to do; how a desire to understand how humans think led to his work in machine learning, software, and algorithms; and how HyperDraft is a culmination of every experience he has had.
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Aug 24, 2022 • 33min

Jazz Hampton

We've had a number of guests on the show focused on the A2J gap, as well as issues of social justice, but today's guest, Jazz Hampton, combines both. Jazz is CEO and general counsel at TurnSignl, a Minnesota-based tech company that he co-founded in the wake of the deaths of Philando Castile and George Floyd. TurnSignl is a mobile app where the user, if stopped for a traffic violation or involved in an accident, can push a button and be connected automatically to an attorney to receive real-time, on-demand legal guidance. The goal of the app is to keep drivers safe and empowered while speaking with law enforcement. Before joining TurnSignl, Jazz was the director of diversity and inclusion and a practicing attorney at a national law firm. Among other roles, Jazz has won a number of accolades, most recently being named to Fastcase 50. Join us for a fascinating conversation about TurnSignl’s growth plans, how this first-generation college student ended up in law school, and how a mentor made all the difference when Jazz was starting out.
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Aug 17, 2022 • 31min

Olga V. Mack

We're joined today by Olga V. Mack. Olga is vice president and CEO of Parley Pro at LexisNexis. Parley Pro is a contract life cycle management platform that is pioneering online negotiation technology. Olga has dedicated her career to improving and shaping the future of law. She believes that by embracing technology, the legal profession will become stronger, more resilient, and more inclusive. Olga's TED talks are very popular, and she is an outspoken advocate for professional women. She founded the Women Serve on Boards movement that advocates for women to serve on corporate boards. In her spare time, she helps startups thrive and grow, serving as an advisory board member for a number of companies. Listen in to today's conversation to learn more about why Olga thinks it's so important that the body of law be human centered and how to make it so, the role of technology in law as a service, and why a more transparent world demands more accessible contracts.
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Aug 10, 2022 • 25min

Casey Flaherty

Casey Flaherty is well known in the world of legal innovation. His career journey has taken him to nearly every corner of the legal system. Casey has been a Big Law litigator, in-house counsel at a Global 500 company, a legal operations consultant, and architect of the legal project management team with the world's largest law firm. Today he is co-founder and chief strategy officer at LexFusion, a collaborative circle of handpicked, truly excellent legal innovation companies. In Casey's role, he focuses on the consultative aspects of the company's go-to-market operation, with an emphasis on market listening, thought leadership, and community-building. Listen to our discussion to learn why market listening is so critical to LexFusion's value proposition, how the challenges around the acquisition of technology can cause people and companies to resign themselves to the status quo, and more about Casey's current project—a maturity model of transactions that firms can use as self-assessment.
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Aug 3, 2022 • 33min

Marlene Gebauer

Marlene Gebauer is a self-described “knowledge heroine.” After a successful stint as a practicing lawyer, Marlene became a law librarian, where she then transitioned into legal information management. She focuses on research, outreach and education, procurement, licensing, and management. Today she is the director of knowledge management at Locke Lord, where she drives adoption of innovative legal service technologies. In her spare time, she is co-host of the award-winning The Geek In Review podcast with a friend of our podcast, Greg Lambert. In today's conversation, we talked about how an art kid ended up as a lawyer and legal industry innovator, how she went from being quiet to being co-host of a podcast, and what she has learned from more than 160 episodes of The Geek In Review.
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Jul 27, 2022 • 35min

Ed Sohn

Over the past decade or so, the legal industry has expanded dramatically to include different kinds of providers, and no part of the industry has contributed to that growth more than the managed services sector. Today we're joined by Ed Sohn, a veteran of that segment of the industry. As with so many of our guests, Ed started out in Big Law—in this case, as an attorney with King & Spalding. A desire to see India led Ed to spend seven years as an executive with Pangea3, the company that pioneered legal managed services and that was acquired by Thomson Reuters. When Thomson Reuters sold Pangea3 to Ernst and Young, Ed moved to EY Law, where he led its global innovation and technology initiatives. Ed has since left EY Law and joined Factor, which is a spinoff of Axiom and is a unique player in the managed services sector. In his current role at Factor, he is responsible for the learning, development, and capacity of the more than 600 lawyers who call Factor home. Ed tells us that his goal is to advance change in the legal industry by delivering practical scale and quality through managed services. Listen in to today's conversation to learn how key moments of reflection changed Ed’s career path, how his personal interest in traveling India led to one of the most defining experiences of his career, and more about his belief that true innovation isn't about disaggregation or artificial intelligence—instead, it's about tapping into human potential.

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