Lawyerist Podcast

Lawyerist.com

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. From Practice to Asset: Building a Law Firm with Real Value, with Tom Lenfestey

    1d ago

    From Practice to Asset: Building a Law Firm with Real Value, with Tom Lenfestey

    Most lawyers build their firms to serve clients, not to eventually leave them. But every law firm owner will exit someday, whether by choice, necessity, or life change.  In episode 622 of the Lawyerist Podcast, Zack Glaser talks with Tom Lenfestey, attorney, CPA, and founder of The Law Practice Exchange, about why exit planning should not be treated as something reserved for retirement. Tom explains why succession planning often feels like the end, while exit planning gives firm owners more control over their future, their value, and their next act.  They explore what makes a law firm transferable, why systems and data matter to buyers, and how lawyers can build firms that are worth more than just the owner’s name. Tom also breaks down how the market for law firm sales is changing, from private capital to alternative business structures, and why modern buyers are looking closely at financials, intake, marketing, operations, and owner independence.  If you own a law firm, this conversation is a reminder that your firm can be more than a job you built for yourself. With the right planning, it can become an asset, a legacy, and a bridge to whatever comes next.  Links from the episode: https://thelawpracticeexchange.com/  https://a.co/d/05rY2bUe  Listen to our previous episodes on Law Firm Exits & Succession.  #568: How to Build a Law Firm You Can Sell, with Victoria L. Collier Apple | Spotify | LTN  #517: Passing the Torch: Mastering the Art of Succession, with Carol Bertsch & Brennen Boze Apple | Spotify | LTN  #369: Selling Your Practice, with Tom Lenfestey Apple | Spotify | LTN  #326: A Succession Plan for Your Law Practice, with Tom Lenfestey 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  01:00 – Why Succession Planning Feels Like the End  02:15 – Identity, Second Acts & Life After Practice  05:00 – Meet Tom Lenfestey  06:35 – Does a Law Firm Have Value Beyond the Owner?  07:45 – Why Tom Started The Law Practice Exchange  10:45 – Creating a Marketplace for Law Firm Sales  12:55 – When to Start Planning Your Exit  13:55 – Why Exit Planning Belongs in Your Strategic Plan  15:45 – Why Time Is Your Biggest Advantage  16:05 – Building a Firm with Exit in Mind  17:30 – Why The Exit Blueprint Matters Now  20:40 – What Law Firm Owners Need to Know Before Selling  22:45 – Private Capital, ABS & New Buyer Models  25:20 – What Sophisticated Buyers Want to See  27:15 – Why Data and Systems Create Transferable Value  29:00 – When Succession Planning Goes Wrong  31:20 – Why Internal Successors May Not Be Buyers  33:00 – Exit Strategy vs. Retirement Planning  36:50 – Keeping Your Options Open After Exit  38:50 – Where to Find The Exit Blueprint

    41 min
  2. Stop Calling Them VAs: How to Build a High-Performing Remote Legal Team, with Raquel Gomes

    3d ago

    Stop Calling Them VAs: How to Build a High-Performing Remote Legal Team, with Raquel Gomes

    Hiring offshore staff can transform a law firm, but only if it's done intentionally.   In this episode, Zack Glaser sits down with Raquel Gomes, co-founder and CEO of Stafi, to discuss the most common mistakes law firms make when hiring remote offshore team members. Drawing on her background in psychology and experience supporting hundreds of law firms, Raquel explains why the term "virtual assistant" may be holding firms back and how successful firms build engaged, high-performing remote teams.  Zack and Raquel explore the importance of defining roles before hiring, creating effective vetting processes, building structured onboarding systems, integrating remote staff into firm culture, and continuing to invest in team members after they are hired. They also discuss how law firm owners can move from working in the business to leading the business by building teams they trust.  Listen to our previous episodes on hiring, delegation, leadership, and building stronger law firm teams:  #616: From Solo to CEO: Letting Go of Legal Work to Grow Your Firm, with Ellen Williamson Apple | Spotify | LTN  #615: How to Stop Being the Bottleneck and Build Stronger Teams, with Debbie Foster and Stephanie Everett Apple | Spotify | LTN  #523: Financial Red Flags: Are You Hiring Too Soon?, with Bernadette Harris Apple | Spotify | LTN    Links from the episode:   https://getstafi.com    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  01:26 Why "VA" Is the Wrong Mindset  04:21 Mistake #1: Hiring Reactively Instead of Strategically  06:02 Mistake #2: Weak Vetting and Screening  09:29 How Stafi Evaluates Candidates  11:41 Mistake #3: Poor Onboarding Processes  13:19 Creating SOPs Through Training  15:20 Mistake #4: Failing to Integrate Remote Staff  18:51 Investing in Team Culture and Communication  20:39 Mistake #5: Giving Up Too Soon  22:58 What Makes Stafi Different  24:45 Immigration Case Outsourcing Explained  26:34 The Benefits of Getting Offshore Hiring Right  27:28 Where to Learn More About Stafi

    28 min
  3. What Claude Means for Law Firms, Part 2: Using AI to Practice at the Top of Your License, with Sam Harden

    Jun 4

    What Claude Means for Law Firms, Part 2: Using AI to Practice at the Top of Your License, with Sam Harden

    Claude for Legal is not just something lawyers can install and use out of the box. It is a starting point for building smarter, more intentional law firm workflows.  In this follow-up to last week’s conversation, Zack Glaser continues his discussion with Sam Harden about Claude for Legal, AI skills, and what law firms need to understand before adding automation into their work. Sam explains why lawyers should not treat Claude’s legal plugin as a finished product, but as a framework they can customize around their own processes, practice areas, and firm strategy.  They discuss how lawyers can modify AI skills, share them across a team, avoid creating more silos, and think through workflows before automating them. From demand letters to deposition summaries to safe experimentation, this episode explores how AI can help lawyers reduce repetitive work while preserving the judgment, expertise, and “secret sauce” that make their firms valuable.  Listen to our previous episodes on Artificial intelligence, law firm workflows, and the future of legal practice:  #619: What Claude Means for Law Firms: AI Skills, Connectors, and Workflow Strategy, with Sam Harden Apple | Spotify | LTN  #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    Links from the episode:  Posh.com/lawyerist  https://samharden.substack.com/    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: Introduction00:20: Why “Ready” Can Be Fear in Disguise05:14: Sponsor Conversation with Posh13:16: What Claude for Legal Actually Is15:04: Claude for Legal 2.017:28: The Risk of Non Lawyers Using Legal AI20:09: What This Means for Attorneys21:17: The Plugin Is Not the Plan23:22: Customizing Claude for Your Practice   27:20: Sharing AI Skills Across a Firm29:03: Why Law Firms Need an AI Strategy31:19: Map Workflows Before Automating  33:05: Connecting AI to Your Firm’s Data39:13: How Far Can Law Firm AI Go?42:54: Practicing at the Top of Your License43:31: Safe AI Experimentation for Lawyers  47:44: Where to Find Sam Harden

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

    May 28

    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
  5. 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
  6. 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
  7. 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
  8. 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
4.8
out of 5
135 Ratings

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.

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