Photo of Greg Lambert

Librarian-Lawyer-Knowledge Management-Competitive Analysis-Computer Programmer.... I've taken the Renaissance Man approach to working in the legal industry and have found it very rewarding. My Modus Operandi is to look at unrelated items and create a process that can tie those items together. The overall goal is to make the resulting information better than the individual parts that make it up.

If you’ve been around the legal tech block a time or two, you’ve probably noticed a familiar pattern: We deploy technology to better understand and streamline the law as we know it. Legal analytics platforms sift through case law, AI-driven tools tackle contract review and due diligence, and blockchain-driven “smart contracts” hold the promise of self-executing agreements. But here’s a shift you might not have considered: It’s not just about making sense of the legal texts we already have. It’s about the laws themselves evolving to fit the tools we’re building.

Most of us think of legal technology as something that reacts to what Congress and courts produce. But what if tomorrow’s legislative drafters start structuring statutes—right from the get-go—in a code-like, machine-friendly manner? Over time, lawmakers might take their cues from how AI and automated reasoning systems process text. They could craft statutes with hyper-structured logic, standardized definitions, and reduced interpretive leeway. This would be more than just a stylistic choice: it could fundamentally reshape the balance of power among the branches of government and the role of agencies.

Courts and the Waning Ambiguity
Traditionally, the courts have a big job: interpret ambiguous statutes, reconcile conflicting provisions, and apply legal canons to unpack what Congress might have meant. If laws read more like neatly organized code—complete with precisely defined triggers, conditions, and outcomes—the courts’ interpretive heavy lifting could be significantly reduced. Judges would still have their constitutional role: to say what the law is and to apply it to specific facts. But if there’s less wiggle room, their work might look more like verifying whether the facts meet the clearly stated criteria, rather than engaging in lengthy interpretive gymnastics. While that doesn’t strip the courts of their authority, it does streamline their function. They become less about discovering meaning and more about confirming that a given scenario fits the predetermined parameters.

Agencies and the Loss of Regulatory Latitude
This shift could also ripple through the administrative state. Right now, agencies benefit from statutory ambiguity to interpret and fill in the gaps. They set rules and policy through their regulatory authority, often receiving deference from courts in recognition of their expertise. But if statutes are drafted with fewer interpretive grey areas—each statutory provision carefully defined and logically consistent—agencies may find themselves with less room to maneuver. The “we’ll fill in the details” model of agency rulemaking loses steam when Congress provides the details up front.
Continue Reading When Law and Legal Tech Start Writing Each Other’s Code

This week we welcome Jane Oxley, Chief Revenue Officer at Smokeball, to discuss the pivotal role of communication in legal organizations and how AI is transforming legal practice management. While normally in Australia, we were lucky enough to find Jane while she was working in Chicago, Jane shares her global perspective on communication challenges, bridging time zones, and the creative ways Smokeball leverages technology to streamline law firm operations. Co-host, Greg Lambert kicked off the show by introducing the concept of “Lambert’s Law,” highlighting that “all problems are communication problems,” setting the tone for an insightful discussion on organizational efficiency.

Jane explains how effective communication structures can reveal the health of an organization, whether through Slack’s rapid exchanges or more traditional law firm channels like email and face-to-face meetings. She notes the unique challenges faced by smaller firms, particularly their focus on casework over internal collaboration. Smokeball addresses these needs by integrating AI tools that help firms manage cases, streamline communication, and reduce administrative burdens, allowing lawyers to feel more in control of their workflows.

Jane Oxley and Marlene Gebauer also discuss the role of AI in enhancing productivity and profitability. Jane describes Smokeball’s AI tool, Archie, which helps automate document creation, email drafting, and summarization tasks. With AI handling routine work, lawyers can dedicate more time to client interaction and higher-value tasks. This shift not only increases efficiency but also helps smaller firms bill more accurately for their time—a long-standing challenge in the legal industry.

Addressing the potential impact of AI on the billable hour, Jane shares her perspective on the slow but inevitable shift toward value-based billing. She emphasizes that while AI enhances efficiency, widespread change in billing models requires education and a mindset shift. Some firms have begun experimenting with alternative billing structures, but the transition is gradual and nuanced, varying by practice area. Ultimately, AI tools empower firms to deliver better client service and justify their fees confidently.

Finally, the discussion highlights ethical considerations in adopting AI, particularly regarding client data privacy and regulatory compliance. Jane advises firms to be vigilant in choosing trusted AI providers and implementing safeguards. She predicts that AI will amplify client expectations for efficiency and responsiveness, but the human side of law—empathy, communication, and trust—will remain irreplaceable. By embracing AI to manage routine tasks, firms can focus on delivering exceptional client experiences, making the human element the true winner in this evolving landscape.

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Twitter: ⁠⁠⁠⁠⁠@gebauerm⁠⁠⁠⁠⁠, or ⁠⁠⁠⁠⁠@glambert
⁠⁠⁠⁠⁠Email: geekinreviewpodcast@gmail.com
Music: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jerry David DeCicca⁠⁠⁠⁠⁠⁠⁠⁠

TRANSCRIPT

Continue Reading Communication, AI, and the Human Side of Law: Insights from Smokeball’s Jane Oxley

This week, we talk with Elena Tsalanidis and Justin Hansky, co-founders of Deeligence, a revolutionary due diligence workflow tool. Hailing from Australia, this dynamic duo delves into the challenges of traditional due diligence processes and how their AI-powered platform aims to streamline and optimize legal workflows for greater efficiency and accuracy.

Elena Tsalanidis and Justin Hansky share their personal journeys that led to the creation of Deeligence. From Elena’s background in human rights litigation and her experience working at Buckingham Palace, to Justin’s tenure as an M&A lawyer, their combined expertise and insights have laid the foundation for an innovative solution in legal tech. Their unique approach to addressing inefficiencies in due diligence is rooted in their deep understanding of both the practice and business of law.

The hosts and guests explore the skepticism surrounding generative AI in the legal field, including transparency and the accuracy of outputs. Elena and Justin emphasize that Deeligence prioritizes clarity and user trust by integrating human oversight into the process. They outline how their platform simplifies document review, reduces the need for exhaustive scoping, and enables legal professionals to identify key contract provisions quickly and confidently.

Implementing new technologies in law firms often encounters resistance due to entrenched practices and security concerns. The Deeligence team discusses their strategies for encouraging adoption, from ensuring ease of use to providing verifiable results. They also highlight the importance of fostering internal champions who recognize the value of modern tools in enhancing legal service delivery and client satisfaction.

Deeligence challenges the traditional billable hour model by enhancing the efficiency of tasks like due diligence. The platform allows firms to offer fixed-fee models without compromising the quality of their work, enabling them to surface critical issues across all documents instead of relying on selective reviews. This shift promotes more comprehensive client outcomes and cost predictability, marking a significant transformation in how legal services are delivered.

Looking ahead, Elena and Justin discuss their aspirations for Deeligence, including expanding into international markets like the US and UK. They express their commitment to staying at the forefront of legal tech innovation, continually improving their platform to meet evolving industry needs. Their insights underscore a broader trend of specialized, user-focused AI solutions redefining the legal landscape.

Listeners are invited to connect with Elena and Justin to learn more about Deeligenceand its impact on legal workflows. This episode provides a compelling look into how technology and a fresh perspective can address long-standing challenges in the legal profession.

Listen on mobile platforms:  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Apple Podcasts⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ |  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠

Twitter: ⁠⁠⁠⁠⁠@gebauerm⁠⁠⁠⁠⁠, or ⁠⁠⁠⁠⁠@glambert
⁠⁠⁠⁠⁠Email: geekinreviewpodcast@gmail.com
Music: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jerry David DeCicca⁠⁠⁠⁠⁠⁠⁠⁠

TRANSCRIPT

Continue Reading Revolutionizing Due Diligence: Elena Tsalanidis and Justin Hansky From Deeligence

Once again, hallucinated citations are not just for lawyers. A recent Minnesota case highlighted the issue of GenAI hallucinations when it come to making up things to fit the narrative of its users. In this situation, a prestigious Stanford University Professor, Jeff Hancock, founding director of the Stanford Social Media Lab submitted an affidavit

[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.

Listen on mobile platforms:  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Apple Podcasts⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ |  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠

Twitter: ⁠⁠⁠⁠⁠@gebauerm⁠⁠⁠⁠⁠, or ⁠⁠⁠⁠⁠@glambert
⁠⁠⁠⁠⁠Email: geekinreviewpodcast@gmail.com
Music: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jerry David DeCicca⁠⁠⁠⁠⁠⁠⁠⁠

TRANSCRIPT

Continue Reading Democratizing Law with Descrybe.ai’s Kara Peterson and Rich DiBona

Another week, another round of travel. This time to rainy and cold Raleigh, NC. It’s a beautiful city… when it’s not cold and damp. But, I still had a great time with a number of law librarians and KM attorneys reviewing some new information tools on the market.

A lot of tools now are focusing

This week we welcome Tom Martin, founder of LawDroid, a pioneering AI platform aimed at transforming legal workflows through automation and no-code solutions. Tom shares his journey from practicing law to creating LawDroid, which supports legal professionals with tools designed to streamline tasks, enhance client communication, and automate document preparation. Throughout the conversation, Tom emphasizes how LawDroid is reshaping legal tech and access to justice, especially for underserved communities, by integrating generative AI and language processing into accessible, customizable applications.

Tom dives into the advantages of generative AI in legal practice, noting how tools like LawDroid take the heavy lifting out of document summarization, drafting, and other language-intensive tasks. He describes how AI-driven “agents” provide round-the-clock assistance to clients, effectively extending support beyond traditional working hours. The discussion also covers Tom’s views on AI’s potential to increase accessibility in the legal field, particularly through collaborations with legal aid organizations, allowing individuals to quickly find information and resources following natural disasters or legal challenges.

Beyond practical tools, Tom discusses how LawDroid leverages no-code options, enabling law firms of all sizes to customize solutions without heavy technical knowledge. He highlights LawDroid’s AI receptionist, lead capture bots, and document automation features, which empower legal professionals to serve clients more efficiently and affordably. Tom also shares insights into how LawDroid’s adaptability allows it to serve various legal practices, from estate planning to client intake processes, with options for those looking for hands-on or fully supported implementations.

The conversation further explores the implications of AI on the legal profession’s future, including both the potential for job transformation and the significant efficiency gains that AI brings. Tom reassures listeners that while AI may shift certain roles, it ultimately enhances lawyers’ ability to focus on complex and meaningful work, opening doors for expanded client bases and reduced costs for legal representation. He also speaks to data security, underscoring LawDroid’s commitment to protecting client data and privacy in compliance with ethical standards.

To conclude, Tom shares his thoughts on the importance of fostering a collaborative legal tech community, reflected in his co-founding of the Legal Technology Awards. He underscores the need to continually recognize leaders in the industry who are committed to social impact, innovation, and improving access to justice. As the interview wraps up, Tom looks forward to future developments in AI, advocating for an inclusive legal system that leverages technology to guarantee access to justice for all.


For more insights from Tom Martin and to learn about LawDroid, check out the links below.

Links & Resources

Listen on mobile platforms:  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Apple Podcasts⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ |  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠

Twitter: ⁠⁠⁠⁠⁠@gebauerm⁠⁠⁠⁠⁠, or ⁠⁠⁠⁠⁠@glambert
⁠⁠⁠⁠⁠Email: geekinreviewpodcast@gmail.com
Music: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jerry David DeCicca⁠⁠⁠⁠⁠⁠⁠⁠

TRANSCRIPT

Continue Reading Tom Martin on LawDroid’s Impact in Legal Tech

This week I got to spend time with a few of my peers from other law firms in lovely Fort Lauderdale, Florida. We talked about the actual effects of new technology on the legal information industry, and the wins, losses, and draws when it comes to adoption to these new tools within their firms. It

This week we welcome back Laura Leopard and Phil Flora from Leopard Solutions to discuss their latest innovation, the PROWESS platform. This newly launched tool aims to transform the way corporate legal departments manage and evaluate their relationships with outside counsel. As Leopard Solutions embarks on this new phase after its acquisition by SurePoint, Laura and Phil delve into how PROWESS brings unprecedented capabilities to legal teams by centralizing data, enhancing decision-making, and simplifying the selection process of legal talent.

Laura explains that the PROWESS platform was born out of the need to streamline the outdated methods many in-house legal teams use to locate outside counsel. Rather than relying on personal contacts or spreadsheets, PROWESS leverages Leopard Solutions’ extensive database of over 6,000 law firms to offer data-driven insights. The platform allows legal departments to search for attorneys and law firms by specialization, diversity metrics, and even billing structures, providing a comprehensive overview that helps corporate counsel make informed, strategic choices for their legal needs.

One of the key features of PROWESS is its 360-degree firm report and ranking system, powered by Leopard Solutions’ unique data-driven methodology. Phil explains how the platform’s rankings go beyond traditional metrics, focusing on firm growth, retention, and diversity within the attorney ranks. By incorporating continuous updates and client feedback, the ranking system serves as a real-time indicator of a firm’s standing in the market. Over time, the platform will enable in-house teams to provide feedback on engagements, further refining the rankings and enabling firms to showcase the quality of their work.

The PROWESS platform also offers law firms an opportunity to proactively market their strengths. Law firms can contribute their own data to the platform, such as alternative fee arrangements and attorney billing rates, which helps them stand out in searches. Laura and Phil highlight how this “passive marketing” tool allows firms to differentiate themselves in a competitive market, as corporate clients can explore and assess options they may not have previously considered. Phil emphasizes that this feature is particularly valuable for smaller and mid-sized firms, allowing them to compete alongside larger firms by showcasing their specific expertise.

In closing, Laura and Phil share their vision for the future of PROWESS. They envision it evolving into a more comprehensive marketplace, potentially allowing firms to bid on posted matters. Both are excited about the potential for increased transparency and efficiency in the legal industry as PROWESS matures, facilitating stronger relationships between law firms and in-house legal teams. With plans to integrate AI-driven features and client feedback mechanisms, Leopard Solutions is poised to shape the future of legal talent management and engagement.

Links:
Leopard Solutions PROWESS

Listen on mobile platforms:  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Apple Podcasts⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ |  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠

Twitter: ⁠⁠⁠⁠⁠@gebauerm⁠⁠⁠⁠⁠, or ⁠⁠⁠⁠⁠@glambert
⁠⁠⁠⁠⁠Email: geekinreviewpodcast@gmail.com
Music: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jerry David DeCicca⁠⁠⁠⁠⁠⁠⁠⁠

TRANSCRIPT

Continue Reading Revolutionizing Legal Talent Management: Laura Leopard and Phil Flora on PROWESS from Leopard Solutions