Lawyerist Podcast

Lawyerist.com
  • 4.8 (135)
  • Entrepreneurship
  • Updated Weekly

The Lawyerist Podcast is your ultimate guide to building, managing, and growing a successful small or medium-sized law firm. Tailored for lawyers and attorneys who aspire to thrive in today’s fast-paced legal landscape, this podcast delivers actionable advice, proven strategies, and cutting-edge insights to help you run a modern law firm with confidence. Whether you're a solo attorney starting your practice, managing a growing firm, or looking to optimize your operations, The Lawyerist Podcast provides the tools you need. From mastering law firm marketing, streamlining workflows with legal technology, and improving client relationships to building sustainable firm culture, we cover everything that matters to entrepreneurial lawyers. Hosted by industry leaders and packed with interviews featuring top legal professionals, tech innovators, and law firm management experts, each episode dives deep into topics like law firm profitability, automation, time management, and future trends in legal services. If you’re searching for practical advice on how to run a law firm, grow your legal business, and stay ahead of the curve, The Lawyerist Podcast is the resource you’ve been waiting for. Subscribe now to elevate your practice and build the law firm of your dreams.

  1. What Claude Means for Law Firms: AI Skills, Connectors, and Workflow Strategy, with Sam Harden

    5d ago

    What Claude Means for Law Firms: AI Skills, Connectors, and Workflow Strategy, with Sam Harden

    Claude is not just another AI tool lawyers can chat with. It may be a preview of where legal work is heading. In episode 619 of the Lawyerist Podcast, Zack Glaser talks with Sam Harden about Claude, Claude for legal, and the growing role of AI in law firm workflows.  Sam breaks down how Claude can work with documents, folders, PDFs, Word files, and connected legal tools in ways that go far beyond simple prompting. They discuss the difference between Claude Chat, Claude Cowork, connectors, and skills, and why those distinctions matter for lawyers trying to understand what AI can actually do.  They also explore why law firms should not rush into automation without first building better systems. From deposition summaries to document creation to legal research support, this episode explains how AI can become more useful when it is guided by strong processes, clear instructions, and thoughtful implementation.  Listen to our previous episodes on Artificial Intelligence and the Future of Legal Practice.  #612: AI for Lawyers: What You Need to Know Before Your Clients Do, with Cat Casey  Apple | Spotify | LTN  #601: Beyond Chatbots: Using Agentic AI in Law Firm Intake, with Matt Spiegel Apple | Spotify | LTN  #590: Innovating Without Overwhelm: Practical AI Tips for Lawyers, with Graydon Trusler Apple | Spotify | LTN   #587: Future-Proofing Your Firm in the Age of AI, with Jack Newton Apple | Spotify | LTN   #577: Rethinking Law Firm Growth in the Age of AI, with Sam Harden Apple | Spotify | LTN     Have thoughts about today’s episode? Join the conversation on LinkedIn, Facebook, Instagram, and X!   If today's podcast resonates with you and you haven't read The Small Firm Roadmap Revisited yet, get the first chapter right now for free! Looking for help beyond the book? See if our coaching community is right for you.   Access more resources from Lawyerist at lawyerist.com.   Chapters / Timestamps:  00:00 – Introduction  00:34 – Why Claude for Legal Matters  01:28 – Live Crabs and Work from Home Chaos  07:04 – Setting Up the Conversation  07:29 – Meet Sam Harden  08:04 – What Lawyers Should Watch with Claude  10:14 – What Claude Actually Is  11:16 – How AI Moved Beyond Chat  12:07 – From Claude Code to Claude Cowork  13:22 – How Claude Works with Documents  15:20 – Why Claude Cowork Is a Big Shift  15:45 – Creating Documents and Presentations  16:52 – Claude Chat vs. Cowork vs. Code  18:12 – Legal Plugins and Connectors  19:30 – Reducing Context Switching with AI  20:49 – Connecting Claude to Legal Tools  22:24 – What Legal Connectors Can Do  24:47 – MCP, Tools, and Connector Limits  26:37 – What Claude Skills Are  28:44 – Why SOPs Come Before AI Skills  29:43 – Using Skills for Legal Documents  30:35 – AI Skills for Deposition Summaries  31:14 – Combining Connectors and Skills  32:15 – Teaching Claude Like a Team Member  33:11 – Choosing the Right Skill  34:00 – How Bad Instructions Create AI Risk  35:49 – Building Better Skills and Plugins  37:13 – What Comes Next for Claude for Legal

    40 min
  2. AI and Legal Ethics: Protecting Client Privacy in a Changing Legal System, with Sunny Eaton

    May 21

    AI and Legal Ethics: Protecting Client Privacy in a Changing Legal System, with Sunny Eaton

    Wrongful convictions and AI privacy may seem like separate issues, but both raise the same uncomfortable question: what happens when the legal system relies on old assumptions in a changing world? In episode 618 of the Lawyerist Podcast, Zack Glaser talks with Sunny Eaton about conviction review work, evolving science, and why lawyers should not be so quick to surrender privacy expectations in the age of AI.  Sunny shares how her work in the Nashville District Attorney’s Office focuses on reviewing old convictions, identifying new evidence, and helping correct cases where the system may have gotten it wrong. She explains why changing science, including advances in DNA, trauma research, and bias studies, can matter deeply when reviewing criminal convictions.  The conversation then turns to AI, attorney client privilege, client data, and the growing role of data brokers. Zack and Sunny explore whether information shared with AI tools should automatically lose privacy protection, and why lawyers may need to make stronger arguments before courts accept that assumption.  If you are concerned about AI in law firms, client confidentiality, or the future of privacy rights, this episode challenges lawyers to think harder about what should remain private and why it is our job to make the government work for it.   Listen to our previous episodes on AI, Privacy & Legal Ethics.  #612: AI for Lawyers: What You Need to Know Before Your Clients Do, with Cat Casey Apple | Spotify | LTN  #582: Deepfakes, Data, and Duty: Navigating AI Ethics in Law, with Merisa Bowers Apple | Spotify | LTN  #543: What Lawyers Need to Know About the Ethics of Using AI, with Hilary Gerzhoy Apple | Spotify | LTN  #486: How to Safely Include AI in Your Legal Tech Stack, with Will Anoh Apple | Spotify | LTN  Have thoughts about today’s episode? Join the conversation on LinkedIn, Facebook, Instagram, and X!   If today's podcast resonates with you and you haven't read The Small Firm Roadmap Revisited yet, get the first chapter right now for free! Looking for help beyond the book? See if our coaching community is right for you.   Access more resources from Lawyerist at lawyerist.com.     Chapters / Timestamps:  00:00 Introduction  01:25 Pruning Your Practice  04:15 When Loyalty Gets in the Way  06:25 Meet Sunny Eaton  08:45 Conviction Review Units  09:50 Reviewing Old Cases  11:25 Building Trust  12:40 What Cases Qualify  14:35 Changing Science  16:00 DNA, Trauma, and Bias  18:05 Case by Case Review  19:25 Bad Science and Old Convictions  20:40 AI and Privacy  22:00 Lawyers, Therapists, and Privacy  23:20 Giving Up Too Quickly on AI Privacy  25:30 Reasonable Expectations of Privacy  26:15 Client Data and AI Risk  29:15 What Email Teaches Us  31:00 Attorney Client Privilege and AI  33:20 Personal vs. Workplace AI Use  34:00 Old Rules, New Technology  35:45 Make the Government Work for It

    37 min
  3. AI for Law Firm Growth: Building Smarter Systems and Better Business Decisions, with Conrad Saam

    May 14

    AI for Law Firm Growth: Building Smarter Systems and Better Business Decisions, with Conrad Saam

    AI is changing legal marketing faster than most law firms realize. In episode 617 of the Lawyerist Podcast, Stephanie Everett talks with Conrad Saam, founder of Mockingbird, about what law firms need to understand as AI begins reshaping marketing, reporting, decision making, and the business of running a firm.  Conrad shares why AI may give smaller, more entrepreneurial law firms a new way to compete against larger firms with bigger budgets and more data. He explains how firms can use AI to build smarter internal systems, improve reporting, and rethink the tools they rely on every day.  The conversation also explores leadership under pressure through Conrad’s volunteer work in ski patrol and search and rescue. From staying calm in high stress situations to debriefing after things go wrong, he shares practical lessons law firm owners can apply when managing clients, teams, campaigns, and business decisions.  If you are trying to understand what AI really means for law firm growth, legal marketing, and the future of small firms, this episode offers a grounded look at what is changing, what is overhyped, and what law firm owners should pay attention to next.  Listen to our previous episodes on Legal Marketing, AI & Smarter Law Firm Growth.  #603: Turn Expertise into Clients: Building Authority That AI Recognizes, with Karin Conroy Apple | Spotify | LTN  #584: How to Stay Human in the Age of AI Driven Law Firm Marketing, with Conroy Creative Apple | Spotify | LTN   #580: Smarter Law Firm Marketing: AI Tools That Actually Work, with FirmPilot Apple | Spotify | LTN  #577: Rethinking Law Firm Growth in the Age of AI, with Sam Harden Apple | Spotify | LTN   #550: Beyond Content: How AI is Changing Law Firm Marketing, with Gyi Tsakalakis and Conrad Saam Apple | Spotify | LTN  Apple | Spotify | LTN  Have thoughts about today’s episode? Join the conversation on LinkedIn, Facebook, Instagram, and X!   If today's podcast resonates with you and you haven't read The Small Firm Roadmap Revisited yet, get the first chapter right now for free! Looking for help beyond the book? See if our coaching community is right for you.   Access more resources from Lawyerist at lawyerist.com.     Chapters / Timestamps:  00:00 – Introduction  00:25 – Lawyer Mental Health and Well Being02:45 – Meet Legal Marketing Expert Conrad Saam03:35 – The Early Days of SEO for Lawyers04:00 – What Search and Rescue Teaches About Business06:40 – Why Law Firm Owners Struggle to Disconnect08:45 – Calm Leadership in Stressful Moments09:55 – How Leaders Shape Law Firm Culture12:05 – Using Checklists to Make Better Business Decisions13:00 – Preparing for Problems Before They Happen14:20 – Why Outcomes Don’t Tell the Whole Story16:05 – The Value of Legal Marketing Content17:40 – AI and the Future of Legal Marketing18:25 – What ABA Tech Show Revealed About AI19:35 – Why Law Firms May Build Their Own AI Tools20:35 – Can AI Level the Playing Field for Small Firms?23:35 – Replacing Expensive Reporting Systems with AI26:25 – Why AI Rankings Can Be Misleading28:45 – Tactical Marketing for Law Firm Owners31:10 – Rethinking Leadership as a Law Firm CEO32:20 – Closing Thoughts

    34 min
  4. From Solo to CEO: Letting Go of Legal Work to Grow Your Firm, with Ellen Williamson

    May 7

    From Solo to CEO: Letting Go of Legal Work to Grow Your Firm, with Ellen Williamson

    Many lawyers know they need to delegate. Far fewer actually do it in a way that leads to real growth. In episode 616 of the Lawyerist Podcast, Chad Fox sits down with Ellen Williamson to explore what it looks like to build a law firm that doesn’t rely on you for every decision.  Ellen breaks down the mindset shift from being the person who does the work to the person who leads it. She shares how she moved from handling every task herself to creating systems, training her team, and trusting others to take ownership of client work.  The conversation also explores why delegation can feel inefficient in the short term, how to think about the long-term payoff, and what it takes to build a team that can think, not just execute.  If you want to scale your firm without burning out or becoming the constant bottleneck, this episode offers a clearer way to approach delegation, leadership, and sustainable growth.  Listen to our previous episodes on Law Firm Growth, Delegation & Leadership.  #600: Designing a Law Firm You Actually Want to Run, with Stephanie Everett Apple | Spotify | LTN  #597: What Lawyers Get Wrong About Teaching Clients and Teams, with Danielle Hall Apple | Spotify | LTN  #587: Future-Proofing Your Firm in the Age of AI, with Jack Newton Apple | Spotify | LTN   #575: From Overwhelmed Lawyer to Strategic Law Firm Owner, with Chad Fox Apple | Spotify | LTN    Have thoughts about today’s episode? Join the conversation on LinkedIn, Facebook, Instagram, and X!  If today's podcast resonates with you and you haven't read The Small Firm Roadmap Revisited yet, get the first chapter right now for free! Looking for help beyond the book? See if our coaching community is right for you.  Access more resources from Lawyerist at lawyerist.com.  Chapters / Timestamps:  00:00 – Introduction  04:20 – Meet Ellen Williamson  05:30 – You Might Be the Bottleneck  07:00 – Why Doing Everything Feels Easier  09:00 – The Hidden Cost of “I’ll Just Do It”  11:10 – Why Delegation Feels Inefficient  13:00 – Sticking With It Long Enough to Scale  15:00 – How to Train People to Think Like You  17:20 – Turning One Task Into a Repeatable System  19:10 – The $500 vs. $50 Task Shift  21:00 – Using Video to Transfer Knowledge  23:00 – When Your Team Starts Thinking for You  25:00 – Structuring Time to Avoid Constant Interruptions  27:00 – Rethinking Billing and Incentives  29:00 – Letting Go of Control (For Real)  31:00 – Becoming the CEO of Your Firm  33:00 – What Growth Actually Looks Like  35:00 – Closing Thoughts

    23 min
  5. How to Stop Being the Bottleneck and Build Stronger Teams, with Debbie Foster and Stephanie Everett

    Apr 30

    How to Stop Being the Bottleneck and Build Stronger Teams, with Debbie Foster and Stephanie Everett

    What happens when the best lawyer in the office becomes the boss? In episode 615 of the Lawyerist Podcast, Zack Glaser sits down with Debbie Foster and Stephanie Everett to talk about the leadership gap inside most law firms and why technical skill does not automatically translate into great leadership.  They explore why so many firms rely on “figure it out as you go” leadership, how that creates burnout and frustration, and why so many leaders end up becoming the bottleneck in their own business.  Debbie and Stephanie introduce their four leadership cornerstones and explain how law firm leaders can shift from solving every problem themselves to creating teams, systems, and workflows that work without constant intervention.  If you are tired of putting out fires all day, this episode is your reminder that leadership should feel more strategic and a lot less exhausting.  Listen to our previous episodes on Law Firm Leadership & Building Better Teams.  #600: Designing a Law Firm You Actually Want to Run, with Stephanie Everett Apple | Spotify | LTN  #597: What Lawyers Get Wrong About Teaching Clients and Teams, with Danielle Hall Apple | Spotify | LTN  #575: From Overwhelmed Lawyer to Strategic Law Firm Owner, with Chad Fox Apple | Spotify | LTN  #568: How to Build a Law Firm You Can Sell, with Victoria L. Collier Apple | Spotify | LTN  Links from the episode:  https://beanextlevelleader.com/    Chapters / Timestamps:  00:00 – Introduction  00:30 – Using AI as a Thought Partner  02:00 – Better Prompts, Better Leadership Decisions  05:30 – Meet Debbie Foster and Stephanie Everett  06:40 – What Are Next Level Leaders?  08:15 – Why Most Law Firms Don’t Train Leaders  10:05 – Learning Leadership the Hard Way  12:10 – The Four Cornerstones of Leadership  17:20 – From Heroics to Architecture  18:45 – Why Leaders Become the Bottleneck  20:10 – From Problem Solver to Multiplier  21:30 – Building Sustainable Leadership Systems  23:00 – Who This Program Is For  25:30 – The Book, Workbook, and Leadership Cohorts  28:00 – Leadership Is a Skill, Not a Title  29:00 – Closing Thoughts

    28 min
  6. Tax Planning for Lawyers: Turning Profit Into Long-Term Growth, with Jayden Doye

    Apr 23

    Tax Planning for Lawyers: Turning Profit Into Long-Term Growth, with Jayden Doye

    Most law firm owners are highly strategic in their legal work, but far less intentional about their finances. And it shows up at tax time.  In episode 614 of the Lawyerist Podcast, Bernadette Harris talks with Jayden Doye about the financial habits that quietly cost law firms thousands and why reactive tax preparation is not the same as real tax strategy.  Jayden breaks down the key differences between bookkeeping, tax preparation, and tax planning, and explains why many lawyers overpay the IRS simply because they wait too long to act. They also explore common mistakes like misclassifying employees, relying on DIY accounting, and focusing on revenue instead of profit.  Together, they share practical ways to take control of your numbers, build better financial systems, and make smarter decisions throughout the year, not just in April.  If you want to stop guessing, reduce your tax burden, and run a more financially stable firm, this episode offers a more proactive approach to managing your practice.  Listen to our previous episodes on Law Firm Profitability & Financial Clarity.  #595 – KPIs for Lawyers: Measuring Your Law Firm’s Financial Health, with Bernadette L. Harris (Remastered) Apple | Spotify | LTN  #583 – From Survival to Strategy: Scaling Your Law Firm Finances, with Bernadette Harris Apple | Spotify | LTN  #575 – From Overwhelmed Lawyer to Strategic Law Firm Owner, with Chad Fox Apple | Spotify | LTN  #558: The Wealthy Lawyer: Practical Financial Strategies for Legal Professionals, with Darren Wurz Apple | Spotify | LTN  Links from the episode:  https://theelawfirmcpa.com/home    Chapters / Timestamps:  00:00 – Introduction02:15 – Why Perfectionism Holds Lawyers Back08:10 – Meet Jayden Doye09:00 – The #1 Tax Mistake Law Firms Make10:45 – Why Doing It Yourself Costs More12:20 – Understanding the Financial Basics15:00 – How to Actually Lower Your Tax Bill17:00 – The Hiring Mistake That Can Trigger Audits19:00 – Are You Paying Yourself the Right Way?21:45 – Revenue vs. Profit (What Actually Matters)23:30 – Why Tax Bills Catch Lawyers Off Guard25:30 – Fixing the Problem Moving Forward26:40 – Simple Habits for Better Financial Control28:10 – The One Rule Every CPA Agrees On

    29 min
  7. Scaling Access to Justice: How Technology and Partnerships Expand Legal Impact, with Zach Zarnow

    Apr 16

    Scaling Access to Justice: How Technology and Partnerships Expand Legal Impact, with Zach Zarnow

    Access to justice is not just a gap. It is a scale problem. In episode 613 of the Lawyerist Podcast, Zack Glaser talks with Zach Zarnow, Executive Director of Scale Justice, about what it really takes to reach more people without relying on more lawyers.  Zach explains why traditional approaches like pro bono work, while valuable, are not enough to meet the overwhelming demand for legal help. Instead, Scale Justice focuses on building systems, tools, and partnerships that expand the reach of legal services through technology and collaboration.  They explore how courts, legal aid organizations, and community groups can work together to meet people earlier in their legal journeys, why designing for real user needs matters more than ever, and how thoughtful use of technology can increase impact without sacrificing quality.  If you are thinking about how to serve more clients, build more efficient systems, or rethink the role of your firm in a larger ecosystem, this episode offers a broader and more scalable way to approach legal services.  Listen to our previous episodes on Access to Justice, Technology & Scaling Legal Help.  #601: Beyond Chatbots: Using Agentic AI in Law Firm Intake, with Matt Spiegel Apple | Spotify | LTN  #590: Innovating Without Overwhelm: Practical AI Tips for Lawyers, with Graydon Trusler Apple | Spotify | LTN   #607: The Future of Law Firm Business Models in the Age of AI, with Jordan Furlong Apple | Spotify | LTN  #600: Designing a Law Firm You Actually Want to Run, with Stephanie Everett Apple | Spotify | LTN  Links from the episode:  www.scalejustice.org  Check out the episode on YouTube: https://youtu.be/4A3J-UjAdjQ    Have thoughts about today’s episode? Join the conversation on LinkedIn, Facebook, Instagram, and X!    If today's podcast resonates with you and you haven't read The Small Firm Roadmap Revisited yet, get the first chapter right now for free! Looking for help beyond the book? See if our coaching community is right for you.    Access more resources from Lawyerist at lawyerist.com.    Chapters / Timestamps:  00:00 – Introduction  04:40 – Meet Zach Zarnow  06:20 – The Access to Justice Problem  07:50 – Why More Lawyers Isn’t the Answer  09:15 – Building Systems That Actually Scale  11:10 – Partnering Instead of Selling  12:30 – What It Means to Be Mission-Driven  14:00 – Where the Courts Fit In  15:30 – Solving Legal Problems Before They Escalate  17:00 – Catching Legal Issues Early  18:20 – Technology as a Force Multiplier  19:10 – The Risks of DIY Legal AI  21:05 – Who Should (and Shouldn’t) Use These Tools  22:45 – Why Most Legal Tech Should Be Treated as an Experiment  23:50 – What the Future Could Look Like  25:00 – Ways Lawyers Can Contribute  26:30 – Closing Thoughts

    28 min
  8. AI for Lawyers: What You Need to Know Before Your Clients Do, with Cat Casey

    Apr 9

    AI for Lawyers: What You Need to Know Before Your Clients Do, with Cat Casey

    AI is not just another tool. It is changing how clients think, act, and make decisions. In episode 612 of the Lawyerist Podcast, Stephanie Everett talks with Cat Casey about what lawyers need to understand before AI creates problems they cannot fix.  As more clients turn to tools like ChatGPT, lawyers are facing new challenges around trust, accuracy, and confidentiality. Cat explains why even lawyers who choose not to use AI still need to understand it, and how failing to do so can create real risks for both lawyers and their clients.  They share practical ways to approach AI with the right mindset, including how to think about its limitations, how to use it as a thinking partner instead of a replacement, and how to guide clients who may not understand the consequences of using it.  If you want to stay ahead of where the legal profession is heading, this episode offers a clear and actionable place to start.  Listen to our previous episodes on Using AI in Law Practice.  #601 – Beyond Chatbots: Using Agentic AI in Law Firm Intake, with Matt Spiegel Apple | Spotify | LTN  #590 – Innovating Without Overwhelm: Practical AI Tips for Lawyers, with Graydon Trusler Apple | Spotify | LTN   #580 – Smarter Law Firm Marketing: AI Tools That Actually Work, with FirmPilot Apple | Spotify | LTN  #550 – Beyond Content: How AI is Changing Law Firm Marketing, with Gyi Tsakalakis and Conrad Saam Apple | Spotify | LTN  Links from the episode:   https://thetechnocat.com/about  Check out the episode on YouTube: https://youtu.be/PQwAxiNjbhY   Have thoughts about today’s episode? Join the conversation on LinkedIn, Facebook, Instagram, and X!   If today's podcast resonates with you and you haven't read The Small Firm Roadmap Revisited yet, get the first chapter right now for free! Looking for help beyond the book? See if our coaching community is right for you.   Access more resources from Lawyerist at lawyerist.com.    Chapters / Timestamps:  00:00 – Introduction  02:10 – A New Way of Working with AI  05:00 – From Task Execution to Orchestration  07:45 – Meet Cat Casey 09:30 – The Shift Happening Right Now in Law 11:15 – The Rise of AI in Client Behavior 13:45 – Understanding AI Without Getting Technical 16:35 – Why AI Is Not a Research Tool Replacement 18:50 – The Role of Judgment in an AI World 20:10 – AI as a Collaborative Tool 22:10 – Why Iteration Is Part of the Process 23:25 – When AI Creates Legal Risk 25:55 – Confidentiality and Privilege in Practice 27:10 – The Reality of Discoverability 28:20 – Lessons from Past Tech Shifts 29:30 – Where Lawyers Should Start

    32 min
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About

The Lawyerist Podcast is your ultimate guide to building, managing, and growing a successful small or medium-sized law firm. Tailored for lawyers and attorneys who aspire to thrive in today’s fast-paced legal landscape, this podcast delivers actionable advice, proven strategies, and cutting-edge insights to help you run a modern law firm with confidence. Whether you're a solo attorney starting your practice, managing a growing firm, or looking to optimize your operations, The Lawyerist Podcast provides the tools you need. From mastering law firm marketing, streamlining workflows with legal technology, and improving client relationships to building sustainable firm culture, we cover everything that matters to entrepreneurial lawyers. Hosted by industry leaders and packed with interviews featuring top legal professionals, tech innovators, and law firm management experts, each episode dives deep into topics like law firm profitability, automation, time management, and future trends in legal services. If you’re searching for practical advice on how to run a law firm, grow your legal business, and stay ahead of the curve, The Lawyerist Podcast is the resource you’ve been waiting for. Subscribe now to elevate your practice and build the law firm of your dreams.

Information

  • Creator
    Lawyerist.com
  • Years Active
    2014 - 2026
  • Episodes
    620
  • Rating
    Explicit
  • Copyright
    © Copyright Lawyerist Media, LLC
  • Show Website
    Lawyerist Podcast

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