Technically Legal is a legal tech podcast exploring how technology is transforming the legal landscape. Each episode features insightful interviews with legal innovators, tech pioneers, and forward-thinking educators who are leading this change. Our guests share their experiences and insights on how technology is reshaping legal operations, revolutionizing law firm practice, and driving the growth of innovative legal tech companies. We also explore the broader implication of technology on ev ...
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Legaloperations Podcasts
The Agile Attorney podcast teaches legal professionals how to streamline their legal workflows using the principles, practices, and tools of the Kanban Method. Join Accredited Kanban Trainer and award-winning legal operations professional John E. Grant as he shares the keys to implementing effective strategies, practices, and technologies to drive true efficiency in your legal processes. For more information on how John can help you develop an agile mindset and bust through your legal delive ...
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Best of 2025: Building a Modern IP Infrastructure and Protecting Creators in the AI Age (Andrea Muttoni - President Story Foundation)
40:49
40:49
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40:49One of the most listened to episodes in 2025 featured a conversation with Andrea Muttoni, President of Story Protocol. The discussion explores how blockchain technology is being used as a foundational infrastructure for intellectual property (IP), aiming to simplify and modernize the process of registration, licensing, and monetization for creators…
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Managing Capacity by Making Work Visible: Agile Lessons for Law Firms with Dimitri Ponomareff [Bonus]
43:06
43:06
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43:06When massive technology projects spiral out of control, teams often feel like they're trapped in an endless cycle of changing requirements, missed deadlines, and mounting frustration. In this episode, I sit down with my GreenLine co-founder, Dimitri Ponomareff, to explore how he discovered a different way forward during one of those classic "death …
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Best of 2025 - From IP Lawyer to Investor to CEO to Legal Ecosystem Builder (Avaneesh Marwaha, Litera CEO)
40:21
40:21
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40:21Avaneesh Marwaha, the CEO of Litera, visits the show to discuss his journey from IP lawyer to becoming a legal tech CEO and investor. He discusses the motivations behind his career pivot, including his desire to be a decision-maker and his passion for the business side of law. The conversation delves into the evolution of Litera, from its origins a…
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The Fundamentals of Process Improvement with Joe Bockerstette [Bonus]
43:43
43:43
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43:43When lawyers tell me their practice is too unique for standardized processes, I hear the same concern echoed across every type of legal work. We believe our complexity makes us special, that our clients' needs are too varied to systematize. But in this episode, I'm joined by process expert Joe Bockerstette, who brings a perspective forged across ma…
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Best of 2025 - Benchmarking Legal AI: Measuring the Delta Between Man and Machine (Anna Guo Legalbenchmarks.ai)
27:34
27:34
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27:34In one of the most popular episodes of the year, Legalbenchmarks.ai Founder Anna Guo discusses her organization's research that tests whether artificial intelligence custom-made for legal tasks better than general AI tools. Anna is a former BigLaw lawyer who left the practice to become an entrepreneur and now focuses her energies on quantifying the…
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Best of 2025: The Future of Real Estate is Here (and It's on Blockchain) -Daniel Rollingher (GC Fabrica)
37:33
37:33
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37:33
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100. Why Agile Lawyering Matters & The Journey to 100 Episodes
29:23
29:23
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29:23In this special episode, I explore the three drivers that have sustained this podcast: perspiration, inspiration, and determination. I share personal stories that shaped my mission and the lessons learned. After 100 episodes of sharing tactics and advice, this is my chance to pull back the curtain on the bigger picture of building practices that ar…
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Best of 2025: Building and Documenting Better Legal Workflows: Insights from Systemology Author David Jenyns
43:24
43:24
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43:24In the most listened to episode of 2025, author of "Systemology" and business systems expert, David Jenyns, discusses the importance of systemizing business processes, even in the nuanced field of law. Jenyns debunks the myth that legal work is too bespoke to be systemized, explaining how just like any other business, documenting legal workflows un…
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099. Stop Random Acts of Marketing: Build an Intentional Strategy for Your Law Firm
33:27
33:27
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33:27When leads slow down, most firms respond with a burst of random marketing activity, but that reactive approach rarely works. In this episode, I’m explaining why marketing must be a coherent system, not a scramble, and share practical steps for creating an intentional strategy rooted in ideal client profiles, referral partner relationships, and alig…
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Future-Proofing Legal Ops: AI Literacy, Innovation and Augmentation (Meredith Kildow, President Consilio)
30:35
30:35
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30:35Meredith Kildow, President of Consilio discusses her career path from finance to leading global operations and delivery for one of the largest companies in the legal and eDiscovery space. Meredith shares insights into building a revenue organization from the ground up and the shift to her current role overseeing operations and delivery for a highly…
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098. What Law Firms Can Learn from Radical Product Thinking with Radhika Dutt
51:01
51:01
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51:01Most lawyers don’t think of their work as a product, but according to Radhika Dutt, author of Radical Product Thinking, that mindset is exactly what keeps firms stuck in reactive mode. In this episode, Radhika and I explore how product thinking applies directly to legal services and why defining the change you want to create for clients is the foun…
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097. Creating Space Within Your Law Practice: Finding Momentum Without Overwhelm
29:11
29:11
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29:11Creating space in your law practice begins with understanding your true capacity and the demands already filling it. In this episode, I share practical ways to assess what your system can actually handle, close out the work that’s weighing you down, and set clearer boundaries for new commitments using core Kanban principles. You’ll learn simple tec…
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Beyond ChatGPT: Why In-House Counsel Need Purpose Built AI (Cecilia Ziniti, CEO - GC AI)
31:22
31:22
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31:22This episode features a conversation with Cecilia Ziniti, Co-Founder and CEO of GC.AI. Cecilia traces her career from early the early days of the internet to founding an AI-driven legal platform for in-house counsel. Cecilia shares her journey, starting as a paralegal at Yahoo in the early 2000s, working on nascent legal issues related to the inter…
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096. An Agile Approach to Quality Legal Writing with Brendan Kenny & Neven Selimovic
42:12
42:12
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42:12When high-stakes motions are due, most firms face bottlenecks, inconsistent quality, and last-minute chaos. In this episode, Hellmuth & Johnson attorneys Brendan Kenny and Neven Selimovic share how they've rebuilt their legal writing process using Kanban visibility, Agile principles, and smart AI support to deliver consistent, high-quality work. Th…
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095. Beyond Marketing: How Client Communication Builds Engagement and Improves Practice Flow with Strawberry Nevill
45:54
45:54
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45:54Legal professionals often think of communication strategy as part of their marketing toolkit - a way to attract and convert clients to their law practice. But quality communication strategy extends far beyond getting clients to sign your engagement letter. It becomes a tool for continuously re-recruiting the client to their own cause and ensuring t…
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From 'No' to 'Go': How AI Guardrails Drive Trust, Enabling Legal to be a Business Accelerant, Not Blocker (Sabastian Niles, Salesforce President & CLO)
24:32
24:32
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24:32In this episode, Sabastian Niles, President and Chief Legal Officer at Salesforce, takes a deep dive into the intersection of corporate strategy, in-house legal careers, and the transformative power of Agentic AI. Sabastian shares his unique career path from a near two-decade tenure at a prestigious law firm before joining Salesforce. This conversa…
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094. Alternative Intelligence for Lawyers: Empower Your Team Before Turning to AI
18:58
18:58
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18:58Everyone’s talking about artificial intelligence, but before you invest in new tools and software, it’s worth looking at the alternative intelligence already inside your firm. Drawing on insights from W. Edwards Deming, this episode looks at why empowering your team’s creativity and problem-solving ability often drives greater improvement than AI e…
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093. Legal Document Automation: Building Productized Legal Services with Laura Patton
41:33
41:33
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41:33Life can change in an instant. For attorney Laura Patton, that moment came when her college-age son landed in the emergency room, and she discovered that without proper legal documents, she couldn't even speak to his doctor about his condition. By combining her decades of estate planning experience with open-source document automation tools, Laura …
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Benchmarking Legal AI: Measuring the Delta Between Man and Machine (Anna Guo Legalbenchmarks.ai)
26:40
26:40
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26:40Is artificial intelligence custom-made for legal tasks better than general AI tools like Google Gemini and ChatGPT? That is the topic of this episode featuring Legalbenchmarks.ai Founder Anna Guo. Anna is a former BigLaw lawyer who left the practice to become an entrepreneur and now focuses her energies on quantifying the utility of AI in the legal…
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092. Essential Skills to Build a Successful and Profitable Law Practice
21:22
21:22
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21:22Building a new law practice requires confronting the reality of what actually works, not just what should work in theory. The natural tendency for lawyers starting something new is to perfect every system and procedure before launching, but this perfectionist approach often becomes the very thing that prevents real progress. This week, I'm breaking…
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091. Broken Systems, Not Bad People: How Blame Breaks Your Law Practice
21:15
21:15
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21:15When someone on your team drops the ball or a client misses a deadline, it's tempting to write them off as disorganized or unmotivated. This snap judgment feels natural - after all, if they cared enough, they'd follow through, right? In today's episode, I'm unpacking the fundamental attribution error - a cognitive bias that makes us blame people's …
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Want to be a Crypto Lawyer? Rule # 1: Use the Technology. Rule #2: Beware of Hyper-Specialization (Justin Wales-Head of Legal, Crypto.com & Author of Crypto Legal Handbook)
38:14
38:14
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38:14Justin Wales, Head of Legal for the Americas at Crypto.com, and author of The Crypto Legal Handbook visits the show to provide his unique perspective on pivoting from a career in Constitutional Law, including work on high-profile appellate cases like the Obergefell gay marriage decision, to becoming a trailblazer in crypto law and blockchain techno…
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090. Stop Writing Policies and Start Creating Working Agreements with Tim Lennon
45:21
45:21
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45:21Most organizations default to command-and-control when creating policies - one person decides what needs to happen, writes it down, and expects everyone else to follow along. The problem is that this approach creates policies that exist on paper but fail in practice, because the people doing the actual work never bought into them in the first place…
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089. The Four Ds of Productivity: Removing Bottlenecks & Managing Capacity
25:41
25:41
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25:41The Four Ds of productivity (do it, delegate it, defer it, or drop it) show up everywhere in productivity advice. Yet most of us default to the same two options over and over, creating bottlenecks and stress rather than solving our capacity problems. In this episode, I break down why only two of the Four Ds are reliably good options for managing yo…
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The Business of Law: From IP Lawyer to Investor to CEO to Legal Tech Ecosystem Builder (Avaneesh Marwaha, Litera CEO)
39:27
39:27
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39:27Avaneesh Marwaha, the CEO of Litera, visits the show to discuss his journey from IP lawyer to becoming a legal tech CEO and investor. He discusses the motivations behind his career pivot, including his desire to be a decision-maker and his passion for the business side of law. The conversation delves into the evolution of Litera, from its origins a…
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088. Why This Firm Stopped Chasing Clients- and Got More Done
29:24
29:24
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29:24Managing a law firm’s workflow can be tricky, especially when you’re juggling a long list of active matters and chasing unresponsive clients. In this episode, I’ll share how one firm, after years of using Kanban, finally broke through the delivery bottleneck with a simple but powerful shift in their approach. You'll hear the key changes they made t…
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087. Change Management for Law Firms: How to Engage Your Team from Day One
17:26
17:26
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17:26When you introduce new processes in your law firm, you're asking your team to rethink how they get things done, and that’s a bigger challenge than most realize. In this episode, I explore why the usual approach to change management often misses the mark in law firms. I also discuss why involving your team from the start is critical to getting real …
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Ben Chiriboga (Nexl) on Legal Tech, Innovation, and the Future of Law
34:50
34:50
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34:50A conversation with Ben Chiriboga, Chief Growth Officer at legal CRM company Nexl and host of the This Legal Life podcast. Ben shares his journey from a litigator to a legal tech innovator. He recounts how an early e-discovery tool using natural language processing completed in six hours what had taken him six months, leading to an epiphany about t…
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086. From Chaos to Consistency: Lessons from a Decade of Agile Lawyering with Jeff De Francisco
39:15
39:15
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39:15When Jeff De Francisco noticed his less tech-savvy colleagues billing more hours for the same estate planning work, he uncovered an injustice that would reshape his entire practice. The disparity wasn't about knowledge or skill. It was about efficiency, and the billable hour was punishing him for being good at his job. In this episode, I sit down w…
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085. Make Work Visible: Using Kanban Boards To Manage Your Law Firm’s Capacity
24:53
24:53
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24:53Knowledge work hides in ways that physical work never could. That invisibility creates a dangerous pattern: you say yes to one more matter and before you know it, your entire team operates beyond capacity. In this episode, I use real examples from law firms using Kanban boards to demonstrate how making your work visible can fundamentally change how…
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Do What the Bots Cannot: How AI Is Reshaping Legal Marketing, Data Analysis and Biz Dev, But Not the Human Connection (Gyi Tsakalakis, AttorneySync)
36:54
36:54
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36:54We welcome back legal marketing expert Gyi Tsakalakis, President of AttorneySync and host of the Lunch Hour Legal Marketing podcast. Five years after Gyi's first appearance on Technically Legal, he discusses the dramatic shifts in digital marketing for law firms, driven largely by the rise of artificial intelligence. Gyi highlights how AI is changi…
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084. Technical Debt in Law Firms: How Small Shortcuts Create Big Problems
14:45
14:45
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14:45In this episode, I’m diving into a concept that may be quietly hindering your practice: technical debt. In short, technical debt occurs when you take shortcuts to save time, but they end up costing you more in the long run. I’ll walk you through how technical debt shows up in your firm and why tackling this issue head-on is crucial to prevent burno…
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083. Delivery Debt is as Bad as Financial Debt, and Your Law Practice May Be Drowning in It
27:13
27:13
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27:13In this episode, I’m revisiting the concept of delivery debt: the promises you’ve made that remain unfulfilled. Just like financial debt, taking on too much delivery debt can snowball and overwhelm your firm. And it’s not just about the practical cost; it’s also psychological. The mental load of these unfinished commitments affects your focus, your…
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Story Protocol: Building a Modern IP Infrastructure and Protecting Creators in the AI Age (Andrea Muttoni - President Story Foundation)
39:55
39:55
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39:55This episode features a conversation with Andrea Muttoni, President of Story Protocol. The discussion explores how blockchain technology is being used as a foundational infrastructure for intellectual property (IP), aiming to simplify and modernize the process of registration, licensing, and monetization for creators and IP owners. Muttoni details …
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In law firms, a lot of time is wasted when work gets passed back and forth because the deliverables aren’t meeting the expected quality standards. This happens when tasks are considered “done,” but the results don’t meet the actual requirements or the unspoken expectations, causing frustration and delays. These unnecessary back-and-forths can grind…
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081. Task Engines in Law: Why Some Cases Sabotage Your Firm’s Productivity
22:33
22:33
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22:33Task engines are quietly draining your law practice's productivity right now. These hidden culprits show up as certain case types, jurisdictions, or even internal projects that generate a lot of tasks but little tangible progress or return. It’s something a litigation boutique in Oregon learned the hard way when a surge in Washington State cases al…
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