This week we welcome Bobby Puglia, Chief Product Officer at Bloomberg Industry Group, to discuss Bloomberg Law’s latest generative AI-powered tools: Bloomberg Law Answers and Bloomberg Law AI Assistant. Bobby provides an insightful look into how these tools are designed to revolutionize legal research by making it faster, more intuitive, and seamlessly integrated into users’ workflows. The conversation begins with a discussion about the challenges of capturing the attention of legal professionals and the strategies that can bridge the gap between innovation and adoption.

Addressing “Tool Fatigue” and Driving Innovation Adoption

Bobby delves into the strategies behind overcoming “tool fatigue,” a common challenge in the legal industry. He highlights the importance of understanding specific user pain points and delivering targeted solutions. Marlene shares how peer advocates within law firms can champion the adoption of new tools, while Greg emphasizes the need for tailoring communication to align with the unique needs of different legal professionals. These insights reveal Bloomberg’s thoughtful approach to encouraging the adoption of its cutting-edge tools.

Inside Bloomberg Law Answers and AI Assistant

Bobby explains how Bloomberg Law Answers uses generative AI to provide concise, transparent answers directly in search results. With citations and detailed attributions, the tool seamlessly integrates into existing workflows. Meanwhile, the AI Assistant offers a groundbreaking way to interact with legal documents—allowing users to summarize, interrogate, and ask specific questions confined to the document’s “four corners.” These tools are designed to save time and enhance productivity for attorneys and legal researchers.

User-Centric Design and Quality Assurance

The discussion highlights Bloomberg’s user-focused development process, including its Innovation Studio, which uses pre-beta testing to refine tools based on user feedback. Bobby outlines how this iterative approach improves content sourcing, interface design, and overall functionality. Robust benchmarking, guardrails, and human-in-the-loop testing ensure that Bloomberg’s AI tools maintain the highest standards of accuracy and reliability.

The Future of AI in Legal Workflows

Looking ahead, Bobby shares his vision for generative AI’s role in reshaping the legal industry. He predicts a future of integrated, customizable workflows that reduce time spent on routine tasks, allowing legal professionals to focus on high-value work. The conversation also explores how Bloomberg plans to expand its AI Assistant to tackle broader research tasks, streamline navigation, and enable seamless integration with platforms like Microsoft.

Listen on mobile platforms:  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Apple Podcasts⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ |  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Blue Sky: ⁠@glambertpod⁠ ⁠@marlgeb⁠
⁠⁠⁠⁠⁠Email: geekinreviewpodcast@gmail.com
Music: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jerry David DeCicca⁠⁠⁠⁠⁠⁠⁠⁠⁠

TRANSCRIPT

Continue Reading From Workflow to Innovation: Bloomberg Law Answers and AI Assistant with Bobby Puglia

This week, we kick off the new year with Patrick Ip, co-founder and CEO of Theo AI. Patrick joins the podcast to discuss his journey from Google to entrepreneurship and how his company is leveraging AI to transform legal workflows. As the legal industry begins to embrace AI, Patrick shares his unique perspective on opportunities, challenges, and the ethical considerations surrounding these groundbreaking technologies.

The conversation begins with a fascinating discussion about a recent pro se lawsuit where AI tools like OpenAI’s GPT-4 and others played a pivotal role in drafting a complex complaint. Patrick and the hosts delve into the implications of this case for legal professionals, highlighting the advancements in AI’s capabilities and the need for caution when non-experts wield these tools. The discussion provides a critical lens on the ethics, risks, and reliability of integrating AI into the legal process.

Patrick shares the inspiring backstory of Theo AI, rooted in his rich professional journey, which spans work at the United Nations, launching startups, and being part of a Nobel Peace Prize-nominated project at Google. At Theo AI, Patrick has combined his entrepreneurial spirit with his legal expertise to develop tools that make legal predictions more accessible and reliable. From managing client expectations to transforming litigation funding, Theo AI’s innovative use of synthetic and firm-level data is driving efficiencies and fostering better decision-making across the legal landscape.

The discussion also ventures into the practical applications of Theo AI, particularly for litigation funders and law firms. Patrick explains how Theo AI compresses case review time from weeks to mere minutes, offering predictive insights that help legal professionals assess case viability, manage risk, and optimize workflows. He emphasizes the role of trust and transparency in AI development, ensuring the technology is both robust and aligned with ethical practices.

As the episode concludes, Patrick reflects on the future of AI in the legal industry, forecasting that the most transformative advancements will seamlessly integrate into existing tools like Microsoft Word and Outlook. He also shares his broader philosophy of balancing work with personal passions, drawing inspiration from his experiences as an entrepreneur, coffee aficionado, and triathlete. This engaging conversation is a must-listen for anyone interested in the evolving role of AI in legal technology and beyond.

Links:

Listen on mobile platforms:  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Apple Podcasts⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ |  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Blue Sky: ⁠@glambertpod⁠ ⁠@marlgeb⁠
⁠⁠⁠⁠⁠Email: geekinreviewpodcast@gmail.com
Music: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jerry David DeCicca⁠⁠⁠⁠⁠⁠⁠⁠⁠

TRANSCRIPT

Continue Reading Patrick Ip: How Theo AI is Redefining Legal Predictions

This week, Greg Lambert sits down with Tom Dunlop, CEO and founder of Summize, and Laura Proctor, Chief Marketing Officer, to explore the evolution and impact of Summize in the contract lifecycle management (CLM) space. From its innovative beginnings to its strategic positioning in a competitive market, this discussion unveils the strategies, challenges, and future trends shaping legal technology.

Tom Dunlop shares the frustrations that sparked the idea for Summize, recounting his days as an in-house lawyer overwhelmed by the manual review of locked PDF contracts during due diligence. “It was painstaking,” Tom recalls, “I knew there had to be a better way.” Teaming up with a software engineer, he sought to create a tool that could generate instant, usable summaries of contracts. Thus, Summize was born, tackling not only legal pain points but also bridging communication gaps between legal teams and broader business units.

Laura Proctor highlights Summize’s unique approach to embedding its tools within widely used platforms like Microsoft Word, Slack, and Teams. This strategy ensures lawyers and business users can collaborate seamlessly without leaving their existing workflows. “Why ask lawyers to leave Word when they already love working there?” Laura explains, emphasizing Summize’s commitment to user-centric design. This integration not only enhances efficiency but also shifts the perception of legal teams from bottlenecks to enablers.

Central to Summize’s implementation is their “Hero Framework,” a three-step process designed to reduce legal bottlenecks, enhance efficiency, and track progress with actionable analytics. Tom explains, “We focus on reducing low-value, high-volume tasks, enabling self-service for the business, and then optimizing legal workflows.” This framework has even led to unexpected benefits, such as elevating the “personal brand” of legal teams within organizations.

Laura delves into the differences between US and UK markets, noting that US buyers often have prior experience with CLM tools, while UK customers may be making their first purchase. This distinction shapes Summize’s marketing and implementation strategies, with a focus on ensuring rapid time-to-value and addressing previous pain points. “In the US, it’s about reassurance and quick wins,” she explains, highlighting the importance of tailoring approaches to meet varying customer needs.

Looking ahead, Tom envisions a future where AI moves beyond single tasks to orchestrate complex workflows, potentially disrupting the billable hour model and democratizing access to legal knowledge. “If we can monetize legal knowledge rather than time, we could 10x the market,” he predicts. Laura adds that Summize will continue leaning into creativity and differentiation in an increasingly crowded market, ensuring their solutions remain bold and memorable.

This episode is a deep dive into the innovative strategies that are redefining CLM and the broader legal tech landscape. From the practical application of AI to enhancing legal collaboration, Summize offers a glimpse into the transformative potential of technology in the legal world.

Listen on mobile platforms:  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Apple Podcasts⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ |  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠

Blue Sky: @glambertpod @marlgeb
⁠⁠⁠⁠⁠Email: geekinreviewpodcast@gmail.com
Music: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jerry David DeCicca⁠⁠⁠⁠⁠⁠⁠⁠

TRANSCRIPT

Continue Reading Summarizing Success with Summize’s Tom Dunlop and Laura Proctor

In this special year-end episode of The Geek in Review, Greg Lambert takes listeners on a unique journey through the past year’s 50 episodes, all with the help of Google’s NotebookLM audio overview tool. Inspired by Josh Kubicki of the Brainyiacs Newsletter, Greg experiments with this cutting-edge AI tool to synthesize and discuss the key themes, guests, and topics covered throughout 2024. The result is an innovative meta-conversation between Greg and AI-generated co-hosts, offering insights into the future of law and legal technology.

Key Themes from 2024:
The episodes this year highlighted critical shifts in the legal landscape, from the integration of generative AI to the rise of client-centric practices. Technology’s impact on efficiency, mental health, and the evolving role of lawyers emerged as recurrent topics. Discussions also included the push for ethical AI adoption, flat-fee models, and the importance of balancing professional and personal lives, particularly in the “Love and Legal Tech” series. NotebookLM reflected on these trends, offering a synthesized perspective on how the legal industry is adapting to innovation.

Generative AI and Legal Tech:
Generative AI dominated discussions, with guests exploring its transformative potential and the skills needed to leverage it effectively. While some feared job displacement, most viewed AI as an augmentation tool, enabling lawyers to focus on higher-value tasks. Leaders like Dr. Megan Ma and Conrad Everhard shared groundbreaking projects, such as an M&A negotiation simulator, exemplifying AI’s capabilities. The conversation underscored the necessity for prompt engineering skills and ethical considerations in AI deployment.

Data Management, Security, and Transparency:
The importance of robust data management and security was a consistent theme, with experts like Kelly Griswold emphasizing it as a foundational business function. Conversations also explored “garbage in, garbage out” scenarios, the need for explainable AI, and maintaining client trust through transparency. These discussions highlighted how firms must prioritize governance to ensure responsible and effective AI use.

Collaboration, Social Impact, and Access to Justice:
The legal tech community’s collaborative spirit shone through in initiatives like Baker Donelson’s Legal Design Lab and Tom Martin’s LawDroid, which aim to make legal services more accessible. Guests celebrated the social impact of innovative tools designed to reduce barriers to justice and foster inclusivity. These efforts reflect a broader commitment to using technology to address systemic inequities in the legal system.

Looking Ahead:
Wrapping up the year, Greg revisits the podcast’s hallmark “Crystal Ball” question, noting common predictions for the next two to five years. From AI’s continued evolution to shifts in pricing models and the rise of emotional intelligence in leadership, the future of law promises to be dynamic. This episode not only recaps a transformative year but also sets the stage for the challenges and opportunities ahead.

Tune in to this engaging recap as Greg Lambert merges legal innovation with AI technology to reflect on an extraordinary year for The Geek in Review. Happy Holidays and Happy New Year!

 

Listen on mobile platforms:  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Apple Podcasts⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ |  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠

Blue Sky: @glambertpod @marlgeb
⁠⁠⁠⁠⁠Email: geekinreviewpodcast@gmail.com
Music: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jerry David DeCicca⁠⁠⁠⁠⁠⁠⁠⁠

TRANSCRIPT

Continue Reading 50 Episodes of Legal Innovation and a Chat with Google NotebookLM

In this year-end episode of The Geek in Review, hosts Marlene Gebauer and Greg Lambert are joined by legal tech experts Niki Black, Principal Legal Insight Strategist at AffiniPay, and Sarah Glassmeyer, Director of Data Curation at Legal Technology Hub, to recap the top stories of 2024. From the evolution of generative AI in legal tech to groundbreaking acquisitions, the conversation delves into the successes and challenges that shaped the year in the legal industry.

The discussion kicks off with a look at AI’s growing role in legal research and practice management. Greg recalls the controversial Stanford report that questioned the reliability of AI tools marketed as hallucination-free. The guests explore the importance of unbiased evaluations, the complexity of defining legal research, and the rapid pace of AI development that often outpaces regulatory and academic studies. Sarah highlights the need for peer-reviewed analysis to guide the effective use of these tools, while Niki emphasizes the user-friendly interfaces that generative AI brings to legal software.

Marlene shifts the conversation toward the challenges of integrating AI into law firms’ existing frameworks. The hosts and guests discuss the hesitancy of document management systems to adopt generative AI due to trust and security concerns. Niki and Sarah examine how firms are adapting to AI by organizing data more effectively and addressing client expectations. They also reflect on the potential of AI to bridge access-to-justice gaps, with tools that empower self-represented litigants and underserved communities.

The episode takes a closer look at notable mergers and acquisitions in 2024, such as Bloomberg’s acquisition of Dashboard Legal and Thomson Reuters’ purchase of SafeSign Technologies. Sarah raises concerns about the consolidation of the legal tech market, warning of diminished innovation and competition. Niki observes how cloud-based technologies have facilitated these integrations, making it easier for companies to offer comprehensive solutions that touch multiple aspects of legal practice.

Wrapping up, the group forecasts trends for 2025, including regulatory developments around AI and shifting priorities within law firms regarding tech adoption. While some predictions are cautious, like Sarah’s concern over the impact of external political factors on the tech workforce, others remain optimistic about the growing sophistication of legal tech. The episode concludes with reflections on how the industry can better prepare junior lawyers and law students to navigate an increasingly AI-driven landscape.

Join Marlene, Greg, Niki, and Sarah for this insightful look back at 2024 and an exciting glimpse into the year ahead. As always, we thank our listeners for tuning in, and we encourage you to share this episode with colleagues and connect with us on LinkedIn or Blue Sky!

Listen on mobile platforms:  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Apple Podcasts⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ |  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠

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

TRANSCRIPT

Continue Reading Sarah Glassmeyer and Niki Black on Legal Tech in 2024 – Highlights, Hiccups, and Hopes for 2025

This week on The Geek in Review, we sit down with Mark Doble, Co-Founder and CEO of Alexi, to discuss the state of AI-driven tools in the legal industry and how they are evolving to meet the needs of modern litigation practices. The conversation begins with a timely debate on measuring productivity in remote work settings. Doble, coming from a background in both law and software engineering, draws intriguing parallels between how legal services and software development measure output and efficiency.

Moving on to Alexi’s core offering, Doble delves into how the platform is currently being used by litigators. He explains that Alexi’s AI technology not only handles the tedious work of research and memo drafting but also provides opportunities for lawyers to explore creative, strategic approaches to cases. By automating routine tasks, Alexi empowers attorneys to focus on high-level legal reasoning and client goals, rather than sifting through mountains of documents.

A key aspect of the discussion centers on the ways in which AI tools, like Alexi, can transform junior associate work. Instead of solely performing rote research or document review, younger lawyers can now leverage these tools as teaching aids, accelerating their path to deeper legal understanding. Doble emphasizes that as automation becomes more sophisticated, the human lawyer’s role in guiding strategy and exercising judgment grows ever more critical.

Doble then addresses concerns around data security and confidentiality. He reiterates that while the underlying technology is evolving, core principles of security remain the same—encrypting data, controlling access, and ensuring that information is never inadvertently trained into the model’s outputs. He acknowledges emerging questions around work product and privilege but sees them as part of the natural adaptation cycle in adopting new technology.

Finally, looking ahead, Doble hints at a significant upcoming announcement from Alexi early next year. He suggests that this new release will push beyond current capabilities, bridging the gap between mere information retrieval and genuine “legal reasoning” support. While keeping details under wraps, Doble leaves listeners with a vision of AI as a true partner in litigation, promising exponential improvements that will redefine how attorneys practice law.

Links:

Listen on mobile platforms:  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Apple Podcasts⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ |  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠

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

TRANSCRIPT

Continue Reading Harnessing AI for Litigation: Mark Doble on Alexi’s Next Evolution

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

I had serious FOMO last week as my friends and colleagues were posting exciting content from The Legal Tech Fund (TLTF) conference happening this week in Miami, Florida. In fact, I had so much FOMO that I nearly posted this on LinkedIn to counter all of the people who were posting about attending TLTF:

But one of the things I love is how much this #LegalTech community shares with others. I’ve joked that we do that because even if you have my entire playbook on how we do things at my firm, you’ll never be able to implement it at your firm because of culture, different systems, different goals, etc.

One of the things shared at the conference was a beautiful whiteboard image that detailed the session called “The Legal Front Door.” While I was not at the conference, there was a lot of detail in this image that resonated with me and made me want to dive a bit deeper into the details. And one of the ways that I’ve been doing this lately is to use the multimodal functionality of ChatGPT-4o to extract the story from an image. I’ve done this with Sprint Designs by taking pictures of all of the walls covered in Post-It Notes, and I did it with this picture that was posted on LinkedIn.

For those who haven’t tried this before, ChatGPT can read images. It does a really good job of also understanding text in the images. Even when those are handwritten notes within the image. Upload the image and start asking questions about it.

Here’s what I asked:

Me:
Who was the moderator and presenters for this session?

ChatGPT 4o:
The moderator for the session was Hemma Lomax. The presenters were:

    • Mia Beinhorn
    • Chris Hilliard
    • Felipe Maldonado Garcia

These names are noted in the visual summary of the session.

Follow Up:

Me:
Create a very thorough breakdown of this session at The Legal Tech Fund (TLTF) conference based on this image.

ChatGPT 4o:

Title: The Legal Front Door

Core Themes and Takeaways:

    1. Customization and Perception in Compliance:
      • Key Quote: “One size does not fit all.”
      • Compliance often has a perception problem, seen as friction or a “dirty word.”
      • The session emphasizes the need for a tailored approach to compliance to make it more approachable and effective for businesses.
    2. Empowering Employees:
      • Objective: Enable employees to conduct their own research.
      • Encourage empowerment by providing tools and support.
      • Key Approach: “Say yes and how,” focusing on enabling action rather than hindrance.
    3. Ethical Concerns and Risk Tolerance:
      • Ethical Considerations: Set clear expectations to navigate complex situations responsibly.
      • Agile Mindset: Adaptability is vital; the legal team needs to remain flexible and responsive.
      • Risk Evolution: Businesses must evolve their tolerance for risk, stepping away from overly conservative stances.
    4. Trust and Advocacy:
      • Core Value: Trust is highlighted as the #1 value.
      • Legal functions are moving from traditional compliance roles toward advocacy roles, with the regulator asking, “What’s your value?”
    5. Knowledge Management and Meeting Employees Where They Are:
      • Knowledge management systems are crucial for answering recurring questions and preventing duplication of effort.
      • Engage with employees by addressing their pain points and tailoring solutions to meet them in their work environments.
    6. Leveraging Human and Artificial Intelligence:
      • A mix of human intelligence and artificial intelligence is essential.
      • Human Oversight: AI tools are beneficial but must be paired with human reviewers to ensure accuracy and relevance.
      • Focus on leveraging the combined expertise of humans and technology.
    7. Business Wants and Needs:
      • Legal teams need to understand what the business truly wants and needs.
      • User education is vital—find out what users care about and ensure they understand the value the legal team brings.
    8. Demystifying Legal’s Role:
      • Legal’s role is not only to fix broken processes but to demonstrate how it adds value even when processes seem functional.
      • Key Insight: Legal teams should work to “get them comfortable” with their processes and decisions.
    9. Visualized and Moderated Contributions:
      • Moderators and Panelists: Hemma Lomax, Mia Beinhorn, Chris Hilliard, Felipe Maldonado Garcia.
      • The session visuals and strategy were developed by Big Paper Strategy, ensuring clear communication of complex ideas.

Key Visual Metaphors and Analogies:

    • The Key: Symbolizes unlocking potential in legal processes by understanding employee pain points.
    • The Dinosaur: Represents outdated processes, emphasizing the need for modern solutions and making employees comfortable with change.
    • Brakes and Acceleration: Compliance can act as brakes (preventing accidents) or allow acceleration (go faster safely).
    • The Cliff and Tightrope Walker: Represents the balance between evolving risk tolerance and maintaining human oversight.

Actionable Insights for Legal Teams:

    1. Shift the Narrative: Frame compliance as an enabler, not a blocker.
    2. Tailor Approaches: Customize legal solutions to fit unique organizational needs.
    3. Foster Trust: Build advocacy within the organization to showcase legal’s value.
    4. Educate and Empower: Provide tools and training to employees to foster independence.
    5. Balance AI with Human Oversight: Ensure the integration of AI tools is complemented by human expertise.
    6. Evolve Risk Tolerance: Encourage organizations to re-evaluate their risk frameworks to align with modern business needs.

Conclusion:

This session effectively captures the evolving role of legal departments, blending compliance, knowledge management, and employee empowerment with innovative strategies. The focus on trust, customization, and collaboration highlights how legal teams can transform from gatekeepers into enablers of business growth.

 

Next Follow Up:

Me:
I need to write an email to my boss back at work to explain what I learned from this session. My boss is very concerned about the risk around using legal technology, especially when it comes to Generative AI tools. So, write the email in a way that helps ease those concerns with some of the examples presented in this session.

ChatGPT 4o:

Subject: Key Insights from “The Legal Front Door” Session

Dear [Boss’s Name],

I hope this email finds you well. I wanted to share some valuable insights I gained from a session titled “The Legal Front Door” at the TLTF conference. The discussion focused on modernizing legal operations while addressing key concerns such as risk management and the responsible use of technology, particularly Generative AI tools. I believe the points discussed directly address some of the concerns you’ve raised about the adoption of legal technology.

Balancing Risk and Technology

A major theme of the session was the importance of evolving risk tolerance without compromising oversight or ethical standards. Here’s how they suggested doing this:

    • Human Oversight: Even when leveraging AI tools, the speakers stressed the necessity of pairing AI with human reviewers. This ensures that technology augments rather than replaces critical decision-making.
    • Agile Mindset: The legal team must remain adaptable and forward-thinking, addressing challenges like AI bias or errors with a solution-oriented approach.

Building Trust in Technology

The panelists emphasized that trust is the cornerstone of any technology adoption. To achieve this:

    • Knowledge Management Systems: They discussed the importance of AI-powered knowledge management tools that surface answers to frequently asked questions. These tools reduce repetitive work and allow lawyers to focus on high-value tasks, without compromising on compliance.
    • Educating Users: It was stressed that technology’s role is not to disrupt but to empower employees by helping them understand how it aligns with their daily responsibilities.

Proactive Risk Management Examples

The session included examples of how legal teams can manage risks while benefiting from new technologies:

    • Customized Solutions: Legal technology, including AI tools, must be tailored to the organization’s specific risk appetite and operational needs. For instance, tools can be configured to flag potential risks automatically, ensuring compliance is maintained without additional friction.
    • Clear Ethical Boundaries: Setting expectations and using technology to enforce ethical guidelines were highlighted as key to mitigating risk.

How We Can Apply This

    1. Start Small and Scale: We could adopt AI tools in low-risk areas, such as internal document management or automating responses to non-sensitive employee inquiries, to build trust and test the waters.
    2. Embed Human Oversight: Even in areas where we use Generative AI, a human reviewer would ensure quality and accuracy, avoiding potential reputational risks.
    3. Educate and Empower: By training our employees and stakeholders to use AI effectively, we can mitigate risks while fostering greater independence and efficiency.

Reassuring Takeaway

One of the presenters noted that legal technology doesn’t need to “replace” existing processes—it should simply show how it adds value. This aligns with our need to ensure that tools like Generative AI work as assistants, not decision-makers, maintaining our standards and compliance frameworks.

I believe these insights provide a clear path forward, allowing us to explore new technology responsibly while addressing your concerns. I’d be happy to discuss this further and brainstorm ways to apply these ideas to our own operations.

Best regards,
[Your Name]

Conclusion

Not too shabby for what you can get from just an image, right?

Now, let me insert the cautionary language that you should always remind yourself when you’re dealing with commercial tools like ChatGPT 4o (the paid version), is that you shouldn’t put things in the system that is proprietary or confidential.

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.

Listen on mobile platforms:  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Apple Podcasts⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ |  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠

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