LawNext

Populus Radio, Robert Ambrogi

LawNext is a weekly podcast hosted by Bob Ambrogi, who is internationally known for his writing and speaking on legal technology and innovation. Each week, Bob interviews the innovators and entrepreneurs who are driving what's next in the legal industry. From legal technology startups to new law firm business models to enhancing access to justice, Bob and his guests explore the future of law and legal practice.

  1. 5D AGO

    From Roommates to Billionaires: Harvey's Founders Gabriel Pereyra and Winston Weinberg on Building AI Infrastructure for Law

    Gabriel Pereyra and Winston Weinberg started legal AI company Harvey in 2022 as roommates in a San Francisco apartment. Pereyra had been working on AI research at Meta and Google, while Weinberg was a first-year litigation associate at O'Melveny & Myers. Today, they still share that same apartment, but their company has grown into a global enterprise serving more than 1,000 law firms and corporate legal departments and valued at a whopping $8 billion. In this episode of LawNext, Pereyra and Weinberg take us back to Harvey's earliest days, when they were sending thousands of LinkedIn messages trying to get anyone to look at their product. They share the pivotal moment when early access to GPT-4 transformed what they could build, the breakthrough that came when Allen & Overy became their first major client, and how they have evolved from building an AI assistant for individual lawyers to constructing what they call "essential infrastructure" for legal work. With host Bob Ambrogi, they discuss Harvey's vision for becoming an AI operating system that integrates across the entire legal tech ecosystem, their focus on memory and agentic AI that can handle complex multi-step workflows, and the massive infrastructure challenges of deploying AI at scale across global law firms while maintaining ethical walls and data security.  Pereyra and Weinberg also reflect candidly on how two founders with no management experience have learned to scale a company now employing hundreds of people — more than 20 percent of whom are lawyers — and what it is like to go from struggling startup to being featured in The New York Times as AI billionaires while still sleeping on a mattress on the floor.   Thank You To Our Sponsors This episode of LawNext is generously made possible by our sponsors. We appreciate their support and hope you will check them out.   Paradigm, home to the practice management platforms PracticePanther, Bill4Time, MerusCase and LollyLaw; the e-payments platform Headnote; and the legal accounting software TrustBooks. Briefpoint, eliminating routine discovery response and request drafting tasks so you can focus on drafting what matters (or just make it home for dinner). Eve, taking care of the tasks that slow you down so you can operate at your highest potential   If you enjoy listening to LawNext, please leave us a review wherever you listen to podcasts.

    55 min
  2. JAN 14

    Clio Doubleheader: CMO Reagan Attle and VP of Payments A.J. Axelrod

    In the last in a series of interviews recorded during the ClioCon conference in Boston in October 2025, we bring you a doubleheader – two interviews with two of the legal tech company's key executives.  In the first, LawNext host Bob Ambrogi speaks with Reagan Attle, chief marketing officer at Clio since 2017. In a year in which Clio made the biggest acquisition in legal tech history with its $1 billion purchase of vLex, and in which Clio is aiming to dramatically expand its market and its use of AI, what are the challenges and opportunities for the person tasked with leading the company's global brand and marketing strategy? One thing for sure, Attle says: It makes her job more complex. Listen to the interview to hear Attle's perspective.  In the second interview, Ambrogi sits down with A.J. Axelrod, who joined Clio in November 2024 as vice president of payments and financial services. He fills us in on the two financial products unveiled at ClioCon: Clio Capital, a capital-advance program offering law firms fast access to funds for growth or cash-flow management, and Pay Later, a financing option for law firm clients to pay their legal bills in installments, while the firm gets paid up front. He also talks about what else may be on the horizon for fintech at Clio.   Thank You To Our Sponsors This episode of LawNext is generously made possible by our sponsors. We appreciate their support and hope you will check them out. Paradigm, home to the practice management platforms PracticePanther, Bill4Time, MerusCase and LollyLaw; the e-payments platform Headnote; and the legal accounting software TrustBooks. Briefpoint, eliminating routine discovery response and request drafting tasks so you can focus on drafting what matters (or just make it home for dinner). Eve, taking care of the tasks that slow you down so you can operate at your highest potential   If you enjoy listening to LawNext, please leave us a review wherever you listen to podcasts.

    41 min
  3. JAN 7

    Fastcase Founder Ed Walters On the Implications of Clio's Acquisition of vLex

    The biggest deal of 2025 – in fact, the biggest deal ever in legal tech – was legal tech company Clio's acquisition of vLex for $1 billion. A global legal research company founded in Spain, vLex had, just two years earlier, merged with the U.S. legal research company Fastcase, and the union of those two companies – which also included the Docket Alarm trove of court docket data – had further accelerated the development of Vincent, vLex's generative AI technology.  Now, with Clio's acquisition of vLex, comes a combustible combination that has the potential to unify the fuel of all that vLex legal research and docket data with Clio's cloud practice management technology to create an unprecedented, AI-driven platform that unifies both the business and practice of law. Against this backdrop, I sat down with Ed Walters, the founder and CEO of Fastcase, during ClioCon in October, to discuss the acquisition and its implications for the legal industry. Walters cofounded Fastcase in 1999 along with his former Covington & Burling colleague Phil Rosenthal. After Fastcase merged with vLex, he became vLex's chief strategy officer. Since the Clio acquisition, he is now Clio's vice president of legal innovation and strategy.  Note: As of this recording, Clio had not yet closed its acquisition of vLex. The deal did finally close on Nov. 10.    Thank You To Our Sponsors This episode of LawNext is generously made possible by our sponsors. We appreciate their support and hope you will check them out. Paradigm, home to the practice management platforms PracticePanther, Bill4Time, MerusCase and LollyLaw; the e-payments platform Headnote; and the legal accounting software TrustBooks. Briefpoint, eliminating routine discovery response and request drafting tasks so you can focus on drafting what matters (or just make it home for dinner). Eve, taking care of the tasks that slow you down so you can operate at your highest potential   If you enjoy listening to LawNext, please leave us a review wherever you listen to podcasts.

    35 min
  4. 12/10/2025

    Inside Clio's AI-Driven Transformation: CPO John Foreman and CTO Jonathan Watson

    For legal technology company Clio, this was a particularly significant year, marked by major announcements – including its $1 billion acquisition of vLex – that many saw as transformative for the company. This was on full display at the company's ClioCon conference in October, where CEO Jack Newton gave a keynote laying out the company's vision for a new era of AI-driven legal work in which Clio becomes an "intelligent legal work platform" that serves not as a system of record, but as a system of action, powering lawyers through their workdays by automating much of what they do.  In today's episode, recorded live at ClioCon, host Bob Ambrogi sits down with the two key executives leading Clio's product and technology vision: John Foreman, who joined as chief product officer in May, bringing experience from major SaaS companies including MailChimp and Podium, and Jonathan Watson, the chief technology officer who's been with Clio for eight years. They explore the company's ambitious vision to develop AI and expand into larger law firms, discuss how vertical software creates advantages for AI implementation, and explain why understanding the complete client journey enables more powerful automation. Foreman and Watson share insights on moving beyond simple chatbots to AI that can actually take action, the challenges and opportunities of expanding into the enterprise market, and what's next as they work to "finish drawing the owl." "We've started to draw the owl for folks," Foreman says, "and we're going to finish drawing the owl, and it's going to be a beautiful owl." Note: As of this recording, Clio had not yet closed its acquisition of vLex. The deal did finally close on Nov. 10.    Thank You To Our Sponsors This episode of LawNext is generously made possible by our sponsors. We appreciate their support and hope you will check them out. Paradigm, home to the practice management platforms PracticePanther, Bill4Time, MerusCase and LollyLaw; the e-payments platform Headnote; and the legal accounting software TrustBooks. Briefpoint, eliminating routine discovery response and request drafting tasks so you can focus on drafting what matters (or just make it home for dinner). Eve, taking care of the tasks that slow you down so you can operate at your highest potential   If you enjoy listening to LawNext, please leave us a review wherever you listen to podcasts.

    34 min
  5. 12/01/2025

    Reimagining Litigation Workflows through AI: A Panel Recorded Live at the Everlaw Summit

    As new tools using generative AI promise to change the way we litigate and conduct discovery, what are the implications for day-to-day litigation workflows? On today's episode of LawNext, we feature a conversation with three guests about how law firms are navigating the urgency around gen AI adoption while staying grounded in practical realities. LawNext host Bob Ambrogi recorded this conversation at e-discovery company Everlaw's annual Summit in San Francisco, where gen AI was very much the talk of the  conference — from new product announcements to candid discussions about how law firms are actually putting these tools to work. His guests are:  Adam Borgman, senior associate in the labor and employment group at Vorys, Sater, Seymour and Pease.  Julie Brown, director of practice technology at Vorys.  Joshua Schnoll, Everlaw's chief marketing officer. They talk about how Vorys has taken a disciplined approach to mapping lawyers' workflows before plugging in AI, why understanding how your professionals currently work is the essential first step before adopting new technology, and how tools like Everlaw's newly released Deep Dive are helping attorneys find insights across millions of documents that they might never have discovered on their own – including, as you will hear, a rather unexpected story involving Tums. They also discuss the cost considerations around AI, the trust factor that still gives many lawyers pause, and what advice these experts have for firms that have not yet started experimenting with gen AI.    Thank You To Our Sponsors This episode of LawNext is generously made possible by our sponsors. We appreciate their support and hope you will check them out. Paradigm, home to the practice management platforms PracticePanther, Bill4Time, MerusCase and LollyLaw; the e-payments platform Headnote; and the legal accounting software TrustBooks. Briefpoint, eliminating routine discovery response and request drafting tasks so you can focus on drafting what matters (or just make it home for dinner). Eve, taking care of the tasks that slow you down so you can operate at your highest potential   If you enjoy listening to LawNext, please leave us a review wherever you listen to podcasts.

    48 min
  6. 11/11/2025

    The Neuroanalytics Of Using Legal Tech: Clio's Joshua Lenon On A First-of-its-Kind Cognitive Study

    Legal technology company Clio recently released the 10th edition of its Legal Trends Report, its annual analysis of data and survey responses on legal practice and emerging trends, and this year's report ventured into new territory. For the first time, the report included a neuroanalytics study of legal professionals, analyzing electrical brain activity in legal professionals as they performed various work-related tasks, in order to paint a picture of their emotional strain and mental focus as they worked.  For an in-depth look at this year's Legal Trends Report, its principal author, Joshua Lenon, lawyer in residence at Clio, sits down with LawNext host Bob Ambrogi for a conversation recorded live at the 13th annual ClioCon, Clio's annual conference, which was held this year in Boston. They discuss the results of this first-ever cognitive study, as well as the report's other key findings, including what it shows about: AI adoption and its relationship to law firm growth.  Clients' expectations around lawyers' use of AI.  How potential clients find lawyers.  The correlation between technology adoption and long-term success.  With Clio since 2012, Lenon is an attorney admitted to practice in New York who has focused much of his career on helping lawyers understand the benefits and risks of technology adoption within their practices. At Clio, he leads the development of the Legal Trends Report and contributes to legal scholarship and advancement, often speaking on law firm modernization, technology adoption, legal ethics and access to justice.    Thank You To Our Sponsors This episode of LawNext is generously made possible by our sponsors. We appreciate their support and hope you will check them out. Paradigm, home to the practice management platforms PracticePanther, Bill4Time, MerusCase and LollyLaw; the e-payments platform Headnote; and the legal accounting software TrustBooks. Briefpoint, eliminating routine discovery response and request drafting tasks so you can focus on drafting what matters (or just make it home for dinner). Eve, taking care of the tasks that slow you down so you can operate at your highest potential   If you enjoy listening to LawNext, please leave us a review wherever you listen to podcasts.

    36 min
  7. 11/05/2025

    As SimpleDocs Acquires Law Insider, Founder Preston Clark Shares the Strategic Vision

    If content is the raw material of generative AI, it only makes sense that an AI-driven contract automation platform would want to acquire the world's largest database of contracts and clauses. That is exactly what happened recently when SimpleDocs, a company with an AI contract drafting, redlining and review platform, acquired Law Insider, which claims to be home to 5 million contracts and 20 million clauses spanning more than 50 languages. One aspect of this acquisition that makes it particularly interesting is that both companies were founded by the same person – and that person, Preston Clark, is our guest today. In that sense, you might say this isn't a typical acquisition story, but more the deliberate convergence of two complementary businesses that were built separately over more than a decade, each with its own DNA, but always with an eye toward this eventual combination. In an AI market increasingly criticized for being "just GPT wrappers," Clark and his team are betting that workflow-specific tools powered by real contract data will deliver the precision and ROI that legal departments and law firms are demanding.  In our conversation, Clark walks us through the strategic thinking behind this acquisition and how this combined entity plans to differentiate itself in an increasingly crowded legal AI market. He also shares his vision for the future – one that extends beyond contract drafting and review into adjacent workflows that could reshape how legal teams interact with contracts altogether.    Thank You To Our Sponsors This episode of LawNext is generously made possible by our sponsors. We appreciate their support and hope you will check them out. Paradigm, home to the practice management platforms PracticePanther, Bill4Time, MerusCase and LollyLaw; the e-payments platform Headnote; and the legal accounting software TrustBooks. Briefpoint, eliminating routine discovery response and request drafting tasks so you can focus on drafting what matters (or just make it home for dinner). Eve, taking care of the tasks that slow you down so you can operate at your highest potential   If you enjoy listening to LawNext, please leave us a review wherever you listen to podcasts.

    46 min
  8. 10/28/2025

    Clio CEO Jack Newton on Its New 'Intelligent Legal Work Platform' and A New Era Of AI-Driven Legal Work

    Last week brought the 13th annual ClioCon — the annual conference of legal technology company Clio — to Boston, Mass., where cofounder and CEO Jack Newton gave a keynote in which he laid out the company's vision for a new era of AI-driven legal work. That new era is one in which Clio becomes an "intelligent legal work platform" that serves not as a system of record, but as a system of action, powering lawyers through their workdays by automating much of what they do.  Many had wondered what Newton's keynote would bring, coming on the heels of the company's $1 billion acquisition of legal research and AI company vLex, the largest deal ever in legal tech. Newton did not disappoint, announcing a slew of new products and features, ambitious plans to integrate AI throughout Clio's products, and formal expansion into the enterprise legal market with a new division and a new platform. It was a keynote that left some people thrilled, others shell-shocked. Perhaps most striking was that so much of what he outlined was not off in the future, but here today.  The next day, LawNext host Bob Ambrogi sat down live with Newton for this interview in which they recapped much of what Newton covered in his keynote and discussed what lies ahead for the company and its leader.    Thank You To Our Sponsors This episode of LawNext is generously made possible by our sponsors. We appreciate their support and hope you will check them out. Paradigm, home to the practice management platforms PracticePanther, Bill4Time, MerusCase and LollyLaw; the e-payments platform Headnote; and the legal accounting software TrustBooks. Briefpoint, eliminating routine discovery response and request drafting tasks so you can focus on drafting what matters (or just make it home for dinner). Eve, taking care of the tasks that slow you down so you can operate at your highest potential   If you enjoy listening to LawNext, please leave us a review wherever you listen to podcasts.

    34 min
5
out of 5
36 Ratings

About

LawNext is a weekly podcast hosted by Bob Ambrogi, who is internationally known for his writing and speaking on legal technology and innovation. Each week, Bob interviews the innovators and entrepreneurs who are driving what's next in the legal industry. From legal technology startups to new law firm business models to enhancing access to justice, Bob and his guests explore the future of law and legal practice.

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