I’ve been watching the legal-tech landscape for a long time, and this morning’s announcement from Thomson Reuters’ partnership with DeepJudge marks a moment worth pausing over. (DeepJudge) On October 22, 2025, TR disclosed that DeepJudge’s enterprise-search and AI-knowledge-platform capabilities will be integrated into TR’s CoCounsel Legal offering to bring internal-firm knowledge and
This week, we talk with Gabe Pereyra, President and co-founder at Harvey, about his path from DeepMind and Google Brain to launching Harvey with Winston Weinberg; how a roommate’s real-world legal workflows met early GPT-4 access and OpenAI backing; why legal emerged as the right domain for large models; and how personal ties to the profession plus a desire to tackle big societal problems shaped a mission to apply advanced AI where language and law intersect.
Gabe’s core thesis lands hard, “the models are the product.” Rather than narrow tools for single tasks, Harvey opted for a broad assistant approach. Lawyers live in text and email, so dialog becomes the control surface, an “AI associate” supporting partners and teams. Early demos showed useful output across many tasks, which reinforced a generalist design, then productized connections into Outlook and Word, plus a no-code Workflow Builder.
Go-to-market strategy flipped the usual script. Instead of starting small, Harvey partnered early with Allen & Overy and leaders like David Wakeling. Large firms supplied layered review, which reduced risk from model errors and increased learning velocity. From there the build list grew, security and data privacy, dedicated capacity, links to firm systems, case law, DMS, data rooms, and eDiscovery. A matter workspace sits at the center. Adoption rises with surface area, with daily activity approaching seventy percent where four or more product surfaces see regular use. ROI work now includes analysis of write-offs and specialized workflows co-built with firms and clients, for example Orrick, A&O, and PwC.
Talent, training, and experience value come next. Firms worry about job paths, and Gabe does not duck that concern. Models handle complex work, which raises anxiety, yet also shortens learning curves. Harvey collaborates on curricula using past deals, plus partnerships with law schools. Return on experience shows up in recruiting, PwC reports stronger appeal among early-career talent, and quality-of-life gains matter. On litigation use cases, chronology builders require firm expertise and guardrails, with evaluation methods that mirror how senior associates review junior output. Frequent use builds a mental model for where errors tend to appear.
Partnerships round out the strategy. Research content from LexisNexis and Wolters Kluwer, work product in iManage and NetDocuments, CLM workflows via Ironclad, with plans for data rooms, eDiscovery, and billing. Vision extends to a complete matter management service, emails, documents, prior work, evaluation, billing links, and strict ethical walls, all organized by client-matter. Global requirements drive multi-region storage and controls, including Australia’s residency rules. The forward look centers on differentiation through customization, firms encode expertise into models, workflows, and agents, then deliver outcomes faster and at software margins. “The value sits in your people,” Gabe says, and firms that convert know-how into systems will lead the pack.
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[Special Thanks to Legal Technology Hub for their sponsoring this episode.]
Email: geekinreviewpodcast@gmail.com
Music: Jerry David DeCicca
This week we sit down with Suzanne Konstance, Vice-President and General Manager for Legal and Regulatory US at Wolters Kluwer. She outlines how the company supports professionals in highly regulated fields with software and authoritative content. Operations span multiple countries with a deliberately local approach, where teams design solutions for each market. Listeners get a clear view of scope, from enterprise legal management to recent additions such as Brightflag, alongside deep subject expertise.
Konstance explains a core focus on regulatory compliance across securities, tax, IP, and employment. The aim is simple, help clients stay out of court. Continuous change drives editorial work, with authors and editors tracking shifts, executive orders, and practical effects. Provenance, version history, and context matter, supported by structured meta tagging which helps search and AI retrieve the right source every time.
In a segment on trust, the conversation moves to standards for accuracy and auditability. Clients tell Wolters Kluwer quality outranks speed for research, so the team emphasizes authoritative sources and transparent sourcing. Konstance walks through a recent non-exclusive content license with Harvey for primary law from US and German collections, part of a broader collaboration strategy which also includes VitalLaw AI and new cross-border features. The goal is a reliable workflow where answers cite sources, show currency, and fit real practice.
Real user labs reinforce these priorities. At AALL, librarians worked hands-on in a sandbox session with no guided prompts, pushing tools to limits and asking tough questions. One theme dominated, transparency, with live citations and source trails visible during use. Editors remain in the loop to curate likely questions, collect feedback, and refine outputs, while openness about progress helps teams separate market sizzle from dependable results.
Looking ahead, Konstance expects roles to shift toward managing agents and setting clear instructions, similar to supervising a room full of interns, with strong expertise still required for oversight. Teams will need to train newcomers on fundamentals, auditing, and controls, so technology serves professionals, not the reverse. She also shares sources she follows, industry conversations with customers, conferences, LinkedIn, X, plus guidance from a long-standing internal Center of Excellence for AI. For more on Wolters Kluwer initiatives, listeners can visit wolterskluwer.com and explore the Legal and Regulatory section along with the AI hub.
Also, check out Jerry David DeCicca and his new album, Cardiac Country.
Links:
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[Special Thanks to Legal Technology Hub for their sponsoring this episode.]
Blue Sky: @geeklawblog.com @marlgeb
Email: geekinreviewpodcast@gmail.com
Music: Jerry David DeCicca
This week, we welcome back Kara Peterson and Rich DiBona of Descrybe to talk about the company’s rapid growth and its expanding role in legal research. Since their last appearance, Descrybe has not only built out new tools but also entered academia by joining the curriculum of more than 350 universities around the world. Kara reflects on her earlier career in legal education and how this new partnership feels like coming full circle. Together, she and Rich share how Descrybe is positioning itself to fill the gap left by other providers while keeping affordability and accessibility at the core of their mission.
A major highlight of the discussion is Descrybe’s unique approach to legal citators. Unlike traditional tools that often provide a blunt “treatment” of a case, Descrybe’s citator allows issue-level analysis and even introduces a “backwards citator.” This means researchers can see not only how later courts interpreted a case but also how the judges who wrote the opinion cited and treated earlier authorities. Rich explains the technical challenges involved in training their system on 30 million citations, while Kara describes how these innovations give researchers new storytelling and analytical power when building arguments.
The conversation also dives into the Legal Research Toolkit, Descrybe’s paid tier that offers a collection of tools designed for professionals who need more advanced case law analysis. While the company continues to provide free access to its core research platform, the toolkit adds features such as issue explorers and advanced citator functions. Kara emphasizes the company’s deliberately simple pricing model, which prioritizes trust and accessibility. At just $10 a month for non-commercial use and $20 for commercial users, the service is priced more like everyday software than the traditional high-cost legal research platforms.
The discussion moves into broader industry trends, including the wave of acquisitions by major players like Thomson Reuters and Clio. Kara and Rich note that while consolidation is reshaping the market, it also leaves space for new entrants to innovate. With data becoming the most valuable commodity in legal tech, Descrybe is building curated and clean datasets across statutes, regulations, state constitutions, and even attorney general opinions. Both guests highlight the importance of accuracy, data hygiene, and minimizing hallucinations, explaining how their closed-system approach helps ensure that results remain grounded in actual legal documents rather than speculative AI outputs.
Finally, the episode touches on ethics, recognition, and the future. Descrybe recently won the Anthem Award for Ethical AI, a nod to its safeguards against hallucinations and commitment to transparent data practices. At ILTACon, the team found themselves impressing not only potential clients but also leaders from larger companies who were curious about how such a lean startup was able to achieve so much. Looking ahead, Kara predicts the pace of change in legal technology will only accelerate, challenging law firms to keep up, while Rich warns of the commoditization of AI capabilities and stresses the importance of staying ahead of the curve. Together, they bring both humor and insight, reminding listeners that the legal research market is shifting quickly and that affordability, accuracy, and ethics will shape its next chapter.
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[Special Thanks to Legal Technology Hub for their sponsoring this episode.]
Blue Sky: @geeklawblog.com @marlgeb
Email: geekinreviewpodcast@gmail.com
Music: Jerry David DeCicca
In this episode of The Geek in Review, we welcome back Pablo Arredondo, VP of CoCounsel at Thomson Reuters, along with Joel Hron, the company’s CTO. The conversation centers on the recent release of ChatGPT-5 and the rise of “reasoning models” that go beyond traditional language models’ limitations. Pablo reflects on his years of tracking neural net progress in the legal field, from escaping “keyword prison” to the current ability of AI to handle complex, multi-step legal reasoning. He describes scenarios where entire litigation records could be processed to map out strategies for summary judgment motions, calling it a transformative step toward what he sees as “celestial legal products.”
Joel brings an engineering perspective, comparing the legal sector’s AI trajectory to the rapid advancements in AI developer tools. He notes that these tools have historically amplified the skills of top performers rather than leveling the playing field. Applied to law, he believes AI will free lawyers from rote work and allow them to focus on higher-value decisions and strategy. The discussion shifts to Deep Research, Thomson Reuters’ latest enhancement for CoCounsel, which leverages reasoning models in combination with domain-specific tools like KeyCite to follow “breadcrumb trails” through case law with greater accuracy and transparency.
The trio explores the growing importance of transparency and verification in AI-driven research. Joel explains how Deep Research provides real-time visibility into an AI’s reasoning path, highlights potentially hallucinated citations, and integrates verification tools to cross-check references against authoritative databases. Pablo adds historical and philosophical perspective, likening hallucinations to a tiger “going tiger,” stressing that while the risk cannot be eliminated, the technology already catches a significant number of human errors. Both agree that AI tools must be accompanied by human oversight and well-designed workflows to build trust in their output.
The conversation also delves into the challenges of guardrails and governance in AI. Joel describes the balance between constraining AI for accuracy and keeping it flexible enough to handle diverse user needs. He introduces the concept of varying the “leash length” on AI agency depending on the task—shorter for structured workflows, longer for open-ended research. Pablo challenges the legal information community to break down silos between disciplines like eDiscovery, research, and litigation, envisioning a unified information ecosystem that AI could navigate seamlessly.
Looking to the future, Joel predicts that the adoption of AI agents will reshape organizational talent strategies, elevating the importance of those who excel at complex decision-making. Pablo proposes “ambient AI” as the next frontier—intelligent systems that unobtrusively monitor legal work, flagging potential issues instantly, much like a spellchecker. Both caution that certain legal tasks, especially in judicial opinion drafting, warrant careful consideration before fully integrating AI. The episode closes with practical insights on staying current, from following AI researchers on social platforms to reading technical blogs and academic papers, underscoring the need for informed engagement in this rapidly evolving space.
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[Special Thanks to Legal Technology Hub for their sponsoring this episode.]
Blue Sky: @geeklawblog.com @marlgeb
Email: geekinreviewpodcast@gmail.com
Music: Jerry David DeCicca
Blue Sky: @geeklawblog.com @marlgeb
Email: geekinreviewpodcast@gmail.com
Music: Jerry David DeCicca
In this episode of The Geek in Review, hosts Marlene Gebauer and Greg Lambert sit down with Otto von Zastrow, the founder and CEO of MidPage.AI, an AI-native legal research platform. With a recent $4 million seed round and an ambitious mission to rival legacy research tools, MidPage is drawing attention across the legal industry. Otto shares his unconventional journey from AI-powered lawn robotics to transforming how litigators interact with case law. His pivot into legal tech was fueled by a combination of technical curiosity, the rise of language models, and firsthand insight from his lawyer friends overwhelmed by inefficient research workflows.
Otto walks listeners through the core of MidPage’s offering, which includes the usual suspects—case law, statutes, regulations—but with a twist: smarter search tools, intuitive UI, and features like a proprietary citator and their newly launched Proposition Search. This feature aims to solve the long-standing “needle-in-a-haystack” problem by surfacing judicial language that matches precise arguments, accompanied by contextual metadata and filters. Otto highlights that the goal isn’t just to match or mimic tools like Lexis or Westlaw, but to rethink what legal research should feel like when modern AI capabilities are built in from the ground up.
One of the more unique aspects of MidPage’s product development is their internal “kangaroo court”—a monthly teamwide challenge where employees, regardless of role, must conduct legal research using MidPage or traditional tools. Otto notes that this process not only improves product design but builds real empathy for the user experience. Engineers and designers are encouraged to think like litigators, helping identify pain points and close functionality gaps. As a result, the product continually evolves based on firsthand user scenarios, not just speculation.
The episode also delves into the data-side challenges that have historically prevented innovation in legal research. Otto explains why now—thanks to improved AI models and open access to data—is a rare inflection point for startups. He emphasizes the strategic importance of MidPage building its own case law dataset to avoid being beholden to incumbents. This independence allows them to innovate more freely, enhance precision, and lay the groundwork for broader API access that could empower the next generation of legal tech tools.
Finally, the conversation looks ahead. Otto predicts that AI will amplify the capabilities of individual lawyers, enabling them to process more data at greater depth. In a world where clients are increasingly self-educating with tools like ChatGPT, MidPage aims to provide lawyers with the means to maintain credibility and efficiency while ensuring accuracy. As AI models grow more capable and agentic, Otto sees an evolution not just in how legal research is conducted, but in how lawyers interact with knowledge, data, and ultimately their clients.
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[Special Thanks to Legal Technology Hub for their sponsoring this episode.]
Blue Sky: @geeklawblog.com @marlgeb
Email: geekinreviewpodcast@gmail.com
Music: Jerry David DeCicca
Continue Reading Otto von Zastrow on MidPage.AI and the Future of AI-Powered Legal Research
This week, we welcome back Ed Walters, Chief Strategy Officer at vLex, to discuss the latest advancements in legal AI. The conversation covers the evolving role of AI in legal research, the integration of multimodal AI capabilities, and the ethical considerations surrounding the technology. With the rapid pace of innovation in AI-powered tools, Walters provides insights into how vLex is adapting and pushing the boundaries of legal technology. His perspective underscores the importance of structured legal data, security measures, and law firms leveraging their proprietary data for competitive advantage.
One of the key topics discussed is the impact of reasoning models in AI-powered legal research. Walters notes how tools such as OpenAI, Gemini, and Anthropic’s latest models are transforming legal workflows by enabling more sophisticated research capabilities. These tools allow for more human-like interactions with AI, increasing efficiency in knowledge work by reducing non-billable research time. Walters emphasizes that while these advancements are impressive, legal professionals should always verify AI-generated content, ensuring that human judgment remains the final step in legal analysis.
A particularly exciting development discussed in the interview is vLex’s recent integration of multimodal AI capabilities, enabling the analysis of audio and video files. Walters explains how this feature allows lawyers to transcribe and analyze depositions, oral arguments, and client intake interviews securely within Vincent AI’s SOC 2 Type 2 compliant environment. This breakthrough provides legal professionals with enhanced efficiency in document review and litigation preparation, reinforcing vLex’s commitment to transparency and usability. The discussion highlights how these features bridge the gap between traditional and AI-powered legal workflows, streamlining processes while maintaining high-security standards.
The conversation also explores vLex’s integration of docket alarms into litigation workflows, allowing legal professionals to generate comprehensive profiles of opposing counsel and judges. This tool enables lawyers to analyze patterns in case filings, settlement tendencies, and motion success rates. Walters emphasizes that the ability to synthesize vast amounts of structured litigation data provides firms with a strategic advantage. However, he also acknowledges the ethical implications, stressing the need for transparency in AI-generated insights to maintain the integrity of legal practice.
Finally, Walters shares his thoughts on the future of legal AI, predicting a shift toward the integration of law firms’ proprietary data with public datasets. He highlights vLex’s new initiative, Vincent Studio, which allows firms to create bespoke AI-driven workflows tailored to their specific needs. This, he argues, is the next frontier in legal tech, where law firms transition from passive AI adoption to active AI-driven innovation. As the industry continues to evolve, Walters reinforces the idea that while AI enhances legal practice, human expertise and oversight remain irreplaceable. His insights provide a compelling vision of how legal professionals can leverage AI to augment, rather than replace, their legal expertise.
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Blue Sky: @geeklawblog.com @marlgeb
Email: geekinreviewpodcast@gmail.com
Music: Jerry David DeCicca
TranscriptContinue Reading Beyond Legal Research: Ed Walters on vLex’s Next Big Leap in Law
[Ed Note: We were holding off on publishing this episode because we were waiting on the official announcement that Kara Peterson and Rich DiBona of Descrybe.ai were the Silver Anthem Award winners in Best Use of AI from the International Academy of Digital Arts & Sciences! Congratulations to Kara and Rich for the prestigious award! – GL]
In this episode of “The Geek in Review,” we welcome Kara Peterson and Richard DiBona, the dynamic married duo behind Descrybe.ai. Descrybe is an AI-powered legal tool aimed at democratizing access to legal information, particularly by providing summarized legal decisions that make case law more accessible to everyone. The conversation centers around how Descrybe was created, its mission, and the challenges and opportunities involved in developing a legal tech tool that truly serves its users.
Kara and Rich share the story of how Descrybe began as a personal project sparked by a challenging legal issue they faced themselves. Rich, a software engineer, started experimenting with AI summarization of judicial opinions and was struck by how well it worked. Over time, this experiment evolved into Descrybe—a platform that not only delivers quick case law summaries but also enhances accessibility through simplified language and multilingual support. They delve into the technical challenges of managing massive datasets of judicial opinions and ensuring that their platform remains accurate and reliable.
The development of Descrybe has been heavily influenced by user feedback, which Kara and Rich emphasize throughout the episode. They explain how advisory feedback has been instrumental in shaping key features, such as Spanish translations and simplified summaries, which make the platform more accessible to non-native English speakers and those with varying levels of reading proficiency. Their genuine commitment to evolving the product based on user needs is a core aspect of Descrybe’s mission to democratize legal information.
A particularly intriguing segment of the episode focuses on Rich’s perspective on the legal tech market and his skepticism regarding companies that label their offerings as “LLMs” (large language models) without meeting the threshold of a true LLM. Kara adds her insights on the broader mission of Descrybe: not only to innovate within legal tech but also to address access to justice as a public health issue. They both underscore the importance of responsible AI development, ensuring that new technology genuinely benefits society rather than exacerbating existing inequalities.
Towards the end of the episode, Kara and Rich discuss the future of AI in the legal industry and the role Descrybe aims to play. They express optimism that AI can be a powerful force for improving the legal system, especially if it is used to automate lower-level tasks and free up lawyers to focus on more impactful work. They also highlight the potential for AI to facilitate alternative dispute resolutions, diverting some cases from the courts altogether. Kara concludes on a hopeful note, emphasizing that if the right choices are made now, AI could be a driving force for positive systemic change within the legal field.
This conversation with Kara Peterson and Richard DiBona offers a candid, behind-the-scenes look at building Descrybe—a legal tech solution driven by a mission to improve access to justice. Their commitment to making complex legal information understandable for everyone shines through, making this episode a must-listen for anyone interested in the intersection of technology, law, and social good.
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Twitter: @gebauerm, or @glambert
Email: geekinreviewpodcast@gmail.com
Music: Jerry David DeCicca
Continue Reading Democratizing Law with Descrybe.ai’s Kara Peterson and Rich DiBona
This week, we welcome back Serena Wellen, Vice President of Product Management at LexisNexis Legal and Professional, to discuss the newly launched Lexis Protégé tool. This advanced AI assistant is designed to enhance legal professionals’ workflows by personalizing responses based on individual user profiles, including practice areas, jurisdictions, and document management systems. Wellen emphasizes that the future of AI lies in personalization, enabling Protégé to understand user habits and preferences, thereby improving its utility in legal settings.
Serena elaborates on how Protégé collects user data and integrates with existing document management systems (DMS). The setup process includes heavy lifting from LexisNexis, ensuring that the AI understands user roles and permissions, and can access relevant documents seamlessly. She stresses the importance of transparency and user control in the personalization process, allowing users to opt in or out of certain features as they see fit. This approach ensures that the use of Protégé aligns with the unique needs of individual law firms and practitioners.
Integration with Microsoft 365 applications like Word and Outlook is another significant feature of Protégé. Wellen explains that legal professionals spend a considerable amount of their time in Microsoft tools, and the AI’s ability to enhance productivity within these familiar environments is crucial. With features such as smart drafting tools, automated legal requests, and contextual awareness of user actions, Protégé aims to streamline workflows and reduce the time spent on repetitive tasks. The seamless connection between Protégé and Microsoft applications represents a shift toward more efficient legal research and document drafting processes.
Serena also addresses the pressing concerns of security, privacy, and data protection in AI applications. LexisNexis prioritizes the security of customer data by utilizing advanced encryption and private cloud infrastructures. Importantly, she clarifies that customer data is not used to train their models, maintaining confidentiality and trust. By ensuring that users have control over their data and how it is used, LexisNexis aims to alleviate fears surrounding the adoption of AI technology in the legal sector.
Finally, she shares insights on future developments for Protégé, including the incorporation of voice commands and horizon scanning features, which will further enhance legal research capabilities. As AI continues to evolve, Wellen envisions a future where legal professionals can engage with technology in more intuitive ways, allowing them to focus on the complexities of their work without being bogged down by manual processes. Overall, the conversation highlights the transformative potential of AI in the legal industry, underscoring LexisNexis’s commitment to supporting legal professionals with innovative, personalized tools.
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Twitter: @gebauerm, or @glambert
Email: geekinreviewpodcast@gmail.com
Music: Jerry David DeCicca
Transcript
Continue Reading Unveiling Lexis Protégé’s Personalized AI Revolution With Serena Wellen
This week we talk with Ed Walters from VLex to explore the Autumn 2024 release of VLex’s Vincent AI platform. Ed discusses a series of transformative updates that are turning Vincent AI from a legal research tool into a comprehensive platform that integrates drafting, transactional, and research tasks. These updates include new workflow tools, redlining capabilities, and an innovative feature called Prompt Assist, which enables users to have more control over the AI’s responses by asking follow-up questions to refine their queries. This added transparency and auditability make Vincent AI more user-friendly and trustworthy, as Ed highlights throughout the discussion.
One key feature of the Autumn 2024 release is the introduction of multi-turn conversations within the AI’s responses. This enhancement allows users to continue asking follow-up questions, enabling a deeper exploration of legal issues without needing to start from scratch each time. We discuss how this mirrors tools like Perplexity, where AI can provide follow-up prompts to help users navigate complex inquiries. Vincent AI goes further by asking clarifying questions to ensure the results are tailored to the specific needs of the user, such as identifying which party is at risk in a contract.
Ed emphasizes that legal professionals are not just conducting research for academic curiosity—they need actionable tools integrated into their workflow. Vincent AI’s new capabilities, such as drafting briefs or analyzing redlines, reflect this shift by focusing on providing immediate, actionable insights. Ed explains how these workflow tools enable lawyers to dive straight into their work instead of first sifting through research results, creating a more efficient and integrated process for legal professionals.
A significant highlight of the episode is the introduction of VIDA (Vincent in Docket Alarm), a new feature that combines VLex’s Vincent AI with Docket Alarm’s vast repository of court documents. This integration allows legal professionals to conduct deeper analyses of litigation trends, law firm strategies, and individual lawyer performance, offering unprecedented insight into how cases are being handled. Ed humorously mentions a suggestion from the VLex team to call this feature “DIVA” (Dockets in Vincent AI), but for now, it remains VIDA. This new development provides law firms with enhanced analytical capabilities to explore their own practices and those of competitors.
Finally, the episode concludes with Greg and Ed discussing the broader implications of these tools for law firms, especially in managing large, multi-jurisdictional projects. Ed explains how the 50-state survey feature, a traditionally burdensome task, can now be completed in minutes, making it easier for firms to scan legal landscapes across the U.S. and globally. As Greg points out, this capability not only streamlines the process for legal teams but also creates new opportunities for firms to offer innovative services to clients. Throughout the episode, the conversation showcases how Vincent AI’s latest updates are pushing the boundaries of legal technology.
Links:
– https://www.vlex.com/vincent
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Contact Us:
Twitter: @gebauerm, or @glambert
Email: geekinreviewpodcast@gmail.com
Music: Jerry David DeCicca
Continue Reading vLex’s Autumn ’24 Update: Show and Tell with Ed Walters