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On the show
From 18 epsHosts
Recent guests
Recent episodes
AI Arbitration and the Future of Legal Work, with Bridget McCormack
Jun 18, 2026
31m 03s
From Practice to Asset: Building a Law Firm with Real Value, with Tom Lenfestey
Jun 11, 2026
41m 20s
Stop Calling Them VAs: How to Build a High-Performing Remote Legal Team, with Raquel Gomes
Jun 9, 2026
28m 19s
What Claude Means for Law Firms, Part 2: Using AI to Practice at the Top of Your License, with Sam Harden
Jun 4, 2026
49m 02s
What Claude Means for Law Firms: AI Skills, Connectors, and Workflow Strategy, with Sam Harden
May 28, 2026
39m 39s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/18/26 | ![]() AI Arbitration and the Future of Legal Work, with Bridget McCormack | Lawyers are trained to spot risk. But when it comes to AI, focusing only on risk may cause firms to miss the bigger opportunity. In episode 623 of the Lawyerist Podcast, Zack Glaser sits down with Bridget McCormack to talk about AI arbitration, legal innovation, and why the future of legal work may be less about replacement and more about reinvention. Bridget reflects on her time as Chief Justice of the Michigan Supreme Court, including how the pandemic forced courts to adopt technology faster than anyone expected. She explains why that moment revealed both the limits of traditional legal systems and the potential for more accessible, user-friendly ways to resolve disputes. Now leading the American Arbitration Association, Bridget shares how AAA is using AI to build tools for clause drafting, self-represented parties, resolution simulation, and even documents-only arbitration. The conversation explores what fairness looks like when AI is involved, why human oversight remains essential, and how legal professionals should think about accountability, bias, and trust. If AI changes the routine parts of legal work, lawyers will need to rethink what clients actually need from them. This episode offers a practical and future-focused look at arbitration, legal technology, and the new kinds of judgment lawyers will need to bring to the table. 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 #607 – The Future of Law Firm Business Models in the Age of AI, with Jordan Furlong Apple | Spotify | LTN #619– What Claude Means for Law Firms: AI Skills, Connectors, and Workflow Strategy, with Sam Harden 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: https://adr.org/ 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 00:55 – Why Lawyers Should Test Their Own Intake Process03:35 – Meet Bridget McCormack04:25 – Leading Michigan Courts Through COVID05:20 – Why Remote Court Was Already on the Radar06:40 – Moving Trial Courts Online Fast08:45 – Why Legal Systems Are Slow to Change10:33 – From Chief Justice to CEO of AAA13:18 – How Alternative Dispute Resolution Is Evolving14:50 – AI Tools for Arbitration and Self-Represented Parties15:57 – Building AAA’s AI Arbitrator17:36 – Resolution Simulation and Faster Settlements19:05 – What Is Left for Lawyers?21:19 – Fairness, Bias, and Human Oversight in AI Arbitration23:45 – Why Legal Disputes Need More Options24:41 – AI Agents and the Future of Legal Infrastructure26:26 – When AI Agents Negotiate Contracts28:30 – Closing Thoughts | 31m 03s | ||||||
| 6/11/26 | ![]() From Practice to Asset: Building a Law Firm with Real Value, with Tom Lenfestey✨ | law firm valueexit planning+3 | Tom Lenfestey | The Law Practice ExchangeLawyerist.com | — | law firmexit planning+3 | — | 41m 20s | |
| 6/9/26 | ![]() Stop Calling Them VAs: How to Build a High-Performing Remote Legal Team, with Raquel Gomes✨ | remote legal teamhiring offshore staff+4 | Raquel Gomes | Stafi | — | remote teamvirtual assistant+5 | — | 28m 19s | |
| 6/4/26 | ![]() What Claude Means for Law Firms, Part 2: Using AI to Practice at the Top of Your License, with Sam Harden✨ | AI in lawlaw firm workflows+3 | Sam Harden | Claude for LegalWhat Claude Means for Law Firms: AI Skills, Connectors, and Workflow Strategy+3 | — | Claude for LegalAI skills+3 | — | 49m 02s | |
| 5/28/26 | ![]() What Claude Means for Law Firms: AI Skills, Connectors, and Workflow Strategy, with Sam Harden✨ | AI in lawlegal workflows+3 | Sam Harden | ClaudeLawyerist+1 | — | ClaudeAI+5 | — | 39m 39s | |
| 5/21/26 | ![]() AI and Legal Ethics: Protecting Client Privacy in a Changing Legal System, with Sunny Eaton✨ | AIlegal ethics+4 | Sunny Eaton | Nashville District Attorney’s Office | — | AIlegal ethics+7 | — | 37m 15s | |
| 5/14/26 | ![]() AI for Law Firm Growth: Building Smarter Systems and Better Business Decisions, with Conrad Saam✨ | AI in legal marketinglaw firm growth+4 | Conrad Saam | Mockingbird | — | AIlegal marketing+5 | — | 33m 36s | |
| 5/7/26 | ![]() From Solo to CEO: Letting Go of Legal Work to Grow Your Firm, with Ellen Williamson✨ | delegationlaw firm growth+3 | Ellen Williamson | — | — | delegationlaw firm+5 | — | 22m 46s | |
| 4/30/26 | ![]() How to Stop Being the Bottleneck and Build Stronger Teams, with Debbie Foster and Stephanie Everett✨ | leadershiplaw firms+3 | Debbie FosterStephanie Everett | Lawyerist PodcastLawyerist.com | — | law firm leadershipteam systems+3 | — | 28m 28s | |
| 4/23/26 | ![]() Tax Planning for Lawyers: Turning Profit Into Long-Term Growth, with Jayden Doye✨ | tax planninglaw firm finances+4 | Jayden Doye | Lawyerist.com | — | tax planninglaw firm finances+5 | — | 28m 59s | |
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| 4/16/26 | ![]() Scaling Access to Justice: How Technology and Partnerships Expand Legal Impact, with Zach Zarnow✨ | Access to JusticeLegal Technology+3 | Zach Zarnow | Scale Justice | — | access to justicelegal technology+5 | — | 27m 34s | |
| 4/9/26 | ![]() AI for Lawyers: What You Need to Know Before Your Clients Do, with Cat Casey✨ | AI in lawclient trust+4 | Cat Casey | ChatGPTLawyerist.com+1 | — | AIlawyers+5 | — | 31m 56s | |
| 4/2/26 | ![]() Choosing the Right Legal Tech in the Age of AI, with Scott Clasen✨ | legal technologyAI+4 | Scott Clasen | Lawyerist.com | — | legal techAI+5 | — | 35m 56s | |
| 3/31/26 | ![]() Beyond Copycat Marketing: Building a Law Firm Brand That Actually Converts, with Karin Conroy✨ | law firm brandingcopycat marketing+3 | Karin Conroy | Lawyerist.comAI | — | law firm marketingwebsite conversion+3 | — | 30m 51s | |
| 3/26/26 | ![]() Improve Client Satisfaction Without More Work: Designing Smarter Legal Services, with Laura Hartnett✨ | client satisfactionlegal services+4 | Laura Hartnett | Lawyerist.comLawyerist Podcast | — | client satisfactionlegal services+4 | — | 26m 30s | |
| 3/19/26 | ![]() Business Development forLawyers: Building Real Relationships That Lead to Clients, with Megan Senese✨ | business developmentlegal marketing+4 | Megan Senese | Lawyerist.comBig Law | — | business developmentlegal marketing+5 | — | 24m 31s | |
| 3/12/26 | ![]() The Future of Law Firm Business Models in the Age of AI, with Jordan Furlong✨ | AI in lawlaw firm business models+5 | Jordan Furlong | Lawyerist.com | — | artificial intelligencelaw firms+7 | — | 31m 07s | |
| 3/5/26 | ![]() Breaking the Copycat Cycle: Building a Law Firm with Personality, with Patrick Patino✨ | law firm personalityclient experience+4 | Patrick Patino | Lawyerist.com | — | law firmclient experience+5 | — | 44m 00s | |
| 2/26/26 | ![]() From Practice to Business: Scaling Beyond Yourself, with Andy Hays✨ | scaling a law firmbusiness ownership+3 | Andy Hays | Lawyerist.com | — | law firmbusiness owner+5 | — | 26m 31s | |
| 2/19/26 | ![]() Healing the High-Achieving Lawyer: Rethinking Sobriety and Success, with Melissa Silverstein | In episode 604 of Lawyerist Podcast, discover how addressing alcohol and mental health can unlock greater clarity, confidence, and long-term success in your legal career. Stephanie Everett sits down with IP attorney and recovery coach Melissa Silverstein to talk about alcohol, achievement, and the hidden pressures inside the legal profession. Melissa shares her personal journey from high-achieving “functioning” lawyer to long-term sobriety, and explains why so many attorneys struggle silently while still appearing successful on the outside. Together, they explore law firm drinking culture, client expectations, stigma around asking for help, and why recovery does not have to mean labels or all-or-nothing thinking. If you’ve ever felt burned out, anxious, or not quite like your best self, this episode offers practical insight, reassurance, and a path toward building a healthier, more sustainable legal career without shame. Listen to our previous episodes on Lawyer Well Being & Recovery. 469: Lawyers in Crisis: Navigating Addiction and Mental Healthy, with Brian Cuban Apple | Spotify | LTN #477 Controlling Alcohol with Annie Grace Apple | Spotify | LTN #506: Managing Stress & Avoiding Burnout, with Emily Nagoski Apple | Spotify | LTN #533 The Alcohol Experiment, with Annie Grace Apple | Spotify | LTN #535 Lawyer Burnout: 5 Hidden Signs You’re About to Crash, with Natasha Evans 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 – Intro & Conference Recap 08:30 – Melissa’s Story 10:00 – Achievement as a Mask 12:10 – Rethinking Abstinence 14:30 – Harm Reduction & Personal Choice 15:50 – Warning Signs in Law Practice 16:30 – The Role of the Bar 17:50 – Leadership & Language 20:00 – Rethinking Firm Events 23:10 – Career Growth After Recovery 26:00 – De-Stigmatizing Help 29:00 – Closing Thoughts | 30m 24s | ||||||
| 2/17/26 | ![]() Turn Expertise into Clients: Building Authority That AI Recognizes, with Karin Conroy from Conroy Creative | In episode 603 of Lawyerist Podcast, Zack Glaser sits down with Karin Conroy to examine how AI is changing the rules of law firm marketing and what that means for lawyers who want to stand out for the right reasons. Karin explains why expertise, not automation, is what rises to the top in an AI filtered world. As large language models reshape how potential clients search for answers, shortcuts like keyword stuffing and mass produced content are quickly losing their impact. What stands out instead is real authority built through credibility, third party validation, media appearances, and consistent messaging across platforms. The conversation also challenges the idea that your website is your first impression. In today’s landscape, visibility often starts elsewhere. Zack and Karin unpack how referral systems support a larger authority strategy and what it truly means to move from building, to stabilizing, to growing your marketing in a deliberate and sustainable way. Listen to our previous episodes with Karin: #559: The Imitation Trap: Lessons from 15 Years of Top Law Firm Websites , with Conroy Creative Counsel (Sponsored) Apple | Spotify | LTN #546: Unlock Law Firm Growth: AI marketing Secrets with Karin Conroy Apple | Spotify | LTN #584: How to Stay Human in the Age of AI-driven Law Firm Marketing, with Creative Conroy Apple | Spotify | LTN Links from the episode: https://conroycreativecounsel.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 – Meet Karin Conroy02:30 – AI, Agents & The Content Explosion04:15 – The M Dash as a Trust Tell07:00 – Why Google Isn’t the Front Door Anymore09:00 – Knowledge Panels & Online Authority12:30 – You Can’t Fake Expertise15:00 – Stop Chasing SEO Tricks17:30 – Authority Through Media & PR21:00 – Who Needs a Media Kit23:00 – Referrals Are a Marketing Strategy25:00 – Build Before You Scale28:00 – AI Rewards Real Experts32:30 – Closing Thoughts | 34m 05s | ||||||
| 2/12/26 | ![]() Ethics, Judgment, and Trust in a World of Legal AI, with Damien Riehl | Lawyers have always relied on tools—but AI is different. It doesn’t just assist with tasks; it makes decisions, applies judgment, and shapes outcomes. In episode #602 of the Lawyerist Podcast, Stephanie Everett talks with Damien Riehl about what ethical responsibility looks like when AI starts doing legal work on its own. Their conversation examines how AI systems embed values, why verification matters more than transparency, and how lawyers can responsibly use tools they don’t fully understand. They also explore what legal expertise looks like in an AI-powered future—and why intuition, trust, and integrity may matter more than ever as machines take over the “widgets” of legal work. Listen to our other episodes on Ethics and Responsibility in AI. EP. 582 Deepfakes, Data, and Duty: Navigating AI Ethics in Law, with Merisa Bowers Apple | Spotify | LTN EP. 543 What Lawyers Need to Know About the Ethics of Using AI, with Hilary Gerzhoy 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 05:55 – Meet Damien Riehl 08:10 – Why AI Is a Different Kind of Legal Tool 11:05 – When AI Starts Doing Legal Work 14:30 – Ethics, Values, and AI Judgment 18:45 – Foundation Models vs. Legal-Specific AI 21:15 – The “Duck Test” and Trusting AI Output 24:45 – Trust but Verify: Reviewing AI Work 28:40 – What Lawyers Are Underestimating About AI 31:10 – What Still Requires Human Judgment 34:30 – Intuition, Trust, and Integrity in Law 37:40 – What This Means for Billing and the Future 40:40 – Closing Thoughts | 41m 39s | ||||||
| 2/10/26 | ![]() Beyond Chatbots: Using Agentic AI in Law Firm Intake, with Matt Spiegel from Lawmatics | Lawyers are understandably cautious about AI—but the real risk may be using it the wrong way. In episode 601 of the Lawyerist Podcast, Zack Glaser sits down with Matt Spiegel of Lawmatics to explore how agentic AI is changing the way law firms handle intake and evaluate potential clients. Matt breaks down why surface-level AI tools fall short, how agentic AI can make informed recommendations instead of opaque scores, and what it takes to build trust in automated decision-making. They also discuss how better intake systems can reduce wasted time, improve lead quality, and support more intentional firm growth. Listen to our other episodes on Artificial Intelligence in Legal Practice. #497: Real Talk About Artificial Intelligence in Your Office, with Ben Apple | Spotify | LTN #543: What Lawyers Need to Know About the Ethics of Using AI, with Hilary Gerzhoy Apple | Spotify | LTN #546: Unlock Law Firm Growth: AI marketing Secrets with Karin Conroy Apple | Spotify | LTN Links from the episode: https://www.lawmatics.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 01:28 – Meet Matt Spiegel 03:55 – From the Cloud to AI in Legal Tech 05:38 – Why Lawyers Are Cautious About AI 06:50 – Moving Beyond Surface-Level AI 08:51 – Why Lead Scoring Misses the Point 11:14 – What Makes Agentic AI Different 14:10 – Generative AI vs. Agentic AI 15:57 – Teaching Software to Make Decisions 17:17 – Automating Outcomes, Not Steps 20:10 – Why Lawmatics Was Already Agentic 21:47 – Trust, Guardrails, and Client Data 24:20 – What Qualify AI Does Differently 25:33 – Closing Thoughts | 27m 14s | ||||||
| 2/5/26 | ![]() Designing a Law Firm You Actually Want to Run, with Stephanie Everett | Starting a law firm doesn’t automatically make you a business owner—designing one does. In episode #600 of the Lawyerist Podcast, Stephanie Everett and Zack Glaser kick off a four-part series on how to design a law firm intentionally, rather than defaulting into a business you didn’t mean to build. They unpack the biggest myths lawyers believe when starting a firm, why being a good lawyer isn’t enough to create a sustainable business, and how relying on personal heroics instead of structure quietly traps firm owners over time. Stephanie breaks down the three constraints that cause most firms to struggle, the three distinct paths law firms can take, and the key questions lawyers should ask early to align their business model with the life and career they actually want. Listen to our other episodes on Law Firm Strategy & Business Design. #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 #570 – Uncover Your Firm’s Journey with the New Small Firm Scorecard™, with Stephanie Everett Apple | Spotify | LTN #568 – How to Build a Law Firm You Can Sell, with Victoria L. Collier 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 01:15 – Why This Isn’t About “Starting” a Law Firm 03:45 – The Biggest Myth Lawyers Believe About Firm Ownership 06:50 – Heroics vs. Structure 10:30 – The Three Constraints That Trap Law Firm Owners 12:45 – Every Firm Is Choosing a Business Model (Whether You Realize It or Not) 14:30 – The Three Paths Law Firms Take 18:55 – When Your Goals and Design Don’t Match 20:55 – How Clients Actually Buy Legal Services 23:30 – What Breaks If Demand Doubles 25:00 – Clarity Beats Certainty 29:15 – What to Do in the First 30 Days 33:40 – Where to Go Next | 35m 15s | ||||||
| 1/29/26 | ![]() Why Mentorship Matters More Than Ever for New Lawyers, with Joseline Hardrick | Law school prepares students to think like lawyers, but it often leaves them without a clear picture of what comes next. Zack Glaser sits down with Jocelyn Hardrick to explore how mentorship, pipeline programs, and practical guidance can help first-generation and nontraditional students bridge the gap between legal education and real-world practice. They unpack the challenges students face when they lack exposure to legal careers, the importance of writing and bar preparation support, and how community and accountability shape confidence during the transition into the profession. The episode highlights how intentional mentorship and community support can reduce uncertainty, build confidence, and create clearer pathways into the legal profession. Listen to our other episodes on mentorship, mindset, and professional development. Episode #596 — The Athlete’s Mindset for Lawyers, with Jess Sargus Apple | Spotify | LTN Episode #592 — Client Care, Culture, and Character: A Framework for Great Leaders, with William O’Neal Apple | Spotify | LTN Episode #588 — Practice Smarter, Not Harder: 411 Tips for Modern Lawyers, with Jordan Couch Apple | Spotify | LTN Episode #576 — How Sponsorship, Empathy, and Failure Shape Great Leaders, with Michael Cohen 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. Links from the episode: https://www.journeytoesquire.com/ Chapters: 00:00 – Introduction 01:45 – Why the Path Into Law Isn’t Clear 06:10 – Meet Jocelyn Hardrick 08:25 – What Journey to Esquire Does 12:40 – First-Generation and Nontraditional Barriers 17:30 – Mentorship vs. Sponsorship 21:55 – Writing, Bar Prep, and Practical Skills 26:40 – Building Confidence Through Community 31:20 – Advice for New and Aspiring Lawyers 34:10 – Closing Thoughts | 35m 36s | ||||||
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