Best Legaloperations Podcasts (2025)

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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

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2h ago39:27

39:27

Avaneesh 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

3d ago29:24

29:24

Managing 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

10d ago17:26

17:26

When 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

14d ago34:50

34:50

A 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

17d ago39:15

39:15

When 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

24d ago24:53

24:53

Knowledge 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

29d ago36:54

36:54

We 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

1M ago14:45

14:45

In 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 24:36

1M ago24:36

24:36

In 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

1M ago39:55

39:55

This 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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082. The Best Way to Word Your Checklists 8:44

1M ago8:44

8:44

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

2M ago22:33

22:33

Task 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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080. AI for Legal Workflows: The Potential and the Pitfalls 31:26

2M ago31:26

31:26

AI tools in legal workflows are making waves, but are they really the productivity boosters they’re cracked up to be? While these tools can help speed up certain tasks, like research and drafting, they can also introduce significant risks if we’re not careful. In this episode, I dive into the promise and pitfalls of AI task engines and automation t…

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Nelson Rosario on Decentralized AI: An Alternative to Big Tech or a Complimentary Approach? 27:17

2M ago27:17

27:17

Crypto lawyer Nelson Rosario returns to the show to discuss the evolving landscape of decentralized AI and his role as General Counsel for the the Advanced AI Society (formerly known as the Decentralized AI Society), an association focused on engineering best practices, advocating for policy, fostering community, and enabling capital formation for …

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079. Make Space Before September: A Call for Rest and Intention 20:11

2M ago20:11

20:11

Summer brings its own pressures - family obligations, vacation planning, and the nagging feeling that your practice needs constant attention. The temptation to squeeze in work between beach trips or check emails during family gatherings can rob you of the very reset this season offers. In this episode, I'm exploring the importance of using summer a…

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078. Build Financial Clarity into Your Law Firm with CFO Danielle Hendon 1:01:28

2M ago1:01:28

1:01:28

Law firm owners often feel overwhelmed by their financial statements, staring at QuickBooks reports that seem to tell only half the story. The disconnect between having financial data and understanding what it means for strategic decision-making creates unnecessary anxiety and missed opportunities. In this episode, I'm talking with Danielle Hendon,…

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The "Blueprint” for Authenticity: How Official AI Protects Image and Likeness in the Digital Age (Dave Siegfried, CEO) 25:19

3M ago25:19

25:19

In this episode, Dave Siegfried discusses the company he heads, Official AI -- a company focused on helping its customers create and verify authentic AI content. Siegfried, a "recovering accountant" with a background in tech and media licensing, discusses his journey from co-founding Audiosocket, a music licensing platform, to addressing challenges…

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077. The BEST System for Managing Legal Work: Kanban for Lawyers Part 3 38:40

3M ago38:40

38:40

Legal teams face a unique challenge that factory floors and software developers rarely encounter: managing dozens of active matters simultaneously while dealing with constant interruptions from clients, opposing counsel, and courts. You're juggling multiple cases, each with its own timeline, dependencies, and unpredictable external factors that can…

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076. How Scrum Lessons Can Improve Your Law Practice: Kanban for Lawyers Part 2 37:36

3M ago37:36

37:36

Back in the early 2000s, software teams started embracing a new way of working that turned conventional project management on its head. Instead of trying to define everything up front and push massive projects toward a distant deadline, they asked a different question: what’s the most valuable work we can deliver in the next two weeks? That questio…

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How a Start-Up's Legal Bills Led to Spellbook, an AI Co-Pilot for Transactional Lawyers (Scott Stevenson - Co-Founder) 29:40

3M ago29:40

29:40

This episode is a conversation with Spellbook co-founder Scott Stevenson about intersection of technology and creativity. Spellbook is a AI contract co-pilot for transactional lawyers that plugs into Microsoft Word. Despite founding a legal technology company, Scott is not a lawyer but is computer engineer by training. As a kid Scott was into video…

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075. Legal Workflow Lessons from the Factory Floor: Kanban for Lawyers Part 1 40:06

3M ago40:06

40:06

A Japanese automobile factory floor in the 1950s might seem worlds away from your law office, but the visual management systems that transformed Toyota's manufacturing process hold powerful lessons for modern legal practice. The same principles that helped Toyota become a global automotive giant can help you create smoother workflows, reduce overwh…

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074. Using Kanban to Manage Capacity 28:59

3M ago28:59

28:59

In law firms across the country, I'm seeing a concerning pattern emerge when one attorney adopts Kanban and Agile methods while their partner - often from an older generation of lawyers - resists these systematic approaches. This clash of perspectives frequently pushes teams back into overload and burnout. This week, I explore how this capacity ten…

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Minerva 26 CEO Kelly Twigger on Leading E-Discovery into the AI Age 38:42

3M ago38:42

38:42

A conversation with Kelly Twigger, an E-Discovery veteran and founder of ESI Attorneys and Minerva26. Kelly shares her journey into E-Discovery, stemming from the first-ever ABA event on the topic in the early 2000s, and the rapid evolution of case law and technology that led her to develop E-Discovery Assistant which has now been rebranded Minerva…

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073. Don't Let Magical AI Thinking Cloud Your Sense of Capacity 22:31

4M ago22:31

22:31

A concerning trend I've noticed both in my own practice and among my clients is that the rise of AI technology is making it harder to accurately assess our true capacity. Between constant marketing messages and the promise of enhanced productivity through AI tools, many of us are failing to gauge our own capacity and falling into the trap of overco…

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072. The Hidden Dangers of Overcapacity 32:15

4M ago32:15

32:15

We don’t talk about overcapacity enough in legal practice, especially not the hidden ways it erodes performance, burns out your team, and stalls your cases. In this episode, I take a closer look at what really happens when you’re operating beyond your firm’s functional capacity. From unnecessary administrative overhead to frustrated clients and che…

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Affordable Legal Help: How a Non-Profit Law Firm is Answering the Call (Kamron Graham, Executive Director, The Commons Law Center)(Replay) 32:31

4M ago32:31

32:31

Studies determined that at least one litigant does not have a lawyer in 75% of civil cases in the United States. The number is even higher when it comes to family law, domestic violence, housing, and small claims matters. But organizations like Oregon’s Commons Law Center are doing something about it. On this episode, Kamron Graham, the Law Center’…

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071. How Trauma Informed Lawyering Helps Avoid Burnout with Dr. Colin James 59:05

4M ago59:05

59:05

The impact of trauma in legal practice extends far beyond individual client interactions. From law school through retirement, lawyers face unique psychological challenges that can fundamentally alter their personalities, relationships, and effectiveness as advocates. Dr. Colin James, author of "Vicarious Trauma and Burnout in Law," brings decades o…

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070. Profit First for Lawyers: A Conversation with RJon Robins 51:45

4M ago51:45

51:45

Is your law practice truly profitable? Not just cash-flow positive, but actually generating the kind of profit that allows you to serve your clients well, take care of your team, and live the life you want? In this episode, I dive deep into the critical topic of law firm profitability with RJon Robins, founder of How to Manage a Small Law Firm and …

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From Paper Routes to Tech Routes: Helm360 CEO Bim Dave's Unique Path in the Legal Industry 35:08

4M ago35:08

35:08

A conversation with Bim Dave, CEO of Helm 360, a consultancy focused on helping law firms optimize technology investments. Bim shares his experience in the legal tech space, tracing his journey from a technical support role at Elite (later acquired by Thomson Reuters) to leading a consultancy dedicated to improving law firm operations through strat…

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069. Document Automation Secrets for Small Law Firms with Quinten Steenhuis 46:19

4M ago46:19

46:19

If you've ever tried to turn one of your documents or templates into something repeatable, you probably already know it is harder than it looks. Whether you're looking to streamline routine documents or create client-facing tools, this week's conversation will help you find the most effective and straightforward solution for your needs. I'm joined …

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068. Adaptability by Design: Building Law Practices That Respond to Change 28:52

5M ago28:52

28:52

It’s easy to say lawyers need to “be more adaptable” in today’s shifting tech and economic climate, but real adaptability isn’t about working harder or reacting faster. It’s about responding intelligently to change by staying grounded in your mission, your goals, and the strategies that support them. In this episode, I break down what intentional a…

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Funding Legal's Future: As Legal Tech Matures, What Attracts Investors? (Yelena Shkolnik - Jump Capital) 37:58

5M ago37:58

37:58

A conversation with Yelena Shkolnik, a partner at Jump Capital, a venture capital firm with growing interest in legal tech companies. Yelena shares her journey from investment banking and entertainment finance to the world of venture capital, highlighting her focus on identifying transformative technologies. The conversation delves into Jump Capita…

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067. AI & Legal Writing: How to Use It Effectively with Jonah Perlin 45:05

5M ago45:05

45:05

What makes legal writing truly effective? It's not just about knowing the law—it's about knowing how to communicate it. In this episode, I'm joined by Professor Jonah Perlin from Georgetown Law School, where he teaches first-year legal practice and advanced legal writing courses. We explore how the process of putting ideas into words -wrestling wit…

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066. Build a Law Practice that Reflects Your Values, with Carolyn Elefant 49:17

5M ago49:17

49:17

There has never been a better time in the history of lawyers to start your own law practice. The tools, know-how, and access to support are better than ever before, and they keep improving every day. Whether you're facing job uncertainty, working at a firm with values that don't align with yours, or simply tired of working for someone else, going s…

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From Bail Hearings to Blockchain Believer and Advocate: DeFi Education Fund's Amanda Tuminelli (CLO)(Replay) 37:04

5M ago37:04

37:04

Amanda Tuminelli, Chief Legal Officer for the DeFI Education Fund, visited the podcast in September to discuss her crypto journey, her role with the organization and its objectives. Since then, she was promoted and is now the Executive Director of DEF which is a nonpartisan research and advocacy group working to explain the benefits of DeFi, achiev…

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065. Scale Your Practice with a Mesh Management Approach 23:46

5M ago23:46

23:46

Most law firms start by building support structures around the expert (you), but eventually hit a ceiling where growth becomes limited by your personal capacity. No matter how efficient your team becomes at supporting you, the system can only move as fast as you can. In this episode, I explore how to transform your practice from an expert-dependent…

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064. The Dental Chair Theory of Lawyering 29:29

6M ago29:29

29:29

Ever feel like you're constantly juggling multiple client matters at once, switching between tasks, and never fully focusing on any single piece of work? This scattered way of working is more detrimental to your practice than you realize. One incredibly effective solution to this problem is understanding what call The Dental Chair Theory of Lawyeri…

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Building and Documenting Better Legal Workflows: Insights from Systemology Author David Jenyns 42:19

6M ago42:19

42:19

In this episode, 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 unlocks scalability and cr…