The Renegade Lawyer Podcast

Ben Glass

I am more convinced than ever that nothing that traditional bar organizations are doing is going to move the needle on the sad stats on lawyer happiness ...The root cause of all lawyers' problems is financial stress. Financial stress holds you back from getting the right people on the bus, running the right systems, and being able to only do work for clients you want to work with. Financial stress keeps you in the office on nights and weekends, often doing work you hate for people you don't like, and doing that work alone.(Yes, you have permission to do only work you like doing and doing it with people you like working with.)The money stress is not because the lawyers are bad lawyers or bad people. In fact, most lawyers are good at the lawyering part and they are good people.The money stress is caused by the general lack of both business skills and an entrepreneurial mindset.Thus, good lawyers who are good people get caught up and slowed down in bringing their gifts to the world. Their families, teams, clients, and communities are not well-served because you can't serve others at your top level when you are constantly worrying about money.We can blame the law schools and the elites of the profession who are running bar organizations, but to blame anyone else for your own woes is a loser's game. It is, in itself, a restrictive, narrow, mindset that will keep you from ever seeing, let alone experiencing, a better future.Lawyers need to be in rooms with other entrepreneurs. They need to hang with people who won't tell you that your dreams are too big or that "they" or "the system "won't allow you to achieve them. They need to be in rooms where people will be in their ear telling them that their dreams are too small.Get in better rooms. That would be the first step.Second step, ignore every piece of advice any general organized bar is giving about how to make your firm or your life better.

  1. 6D AGO

    Ep. 210 – Leadership, Referees & The High School Soccer Experience

    In Episode 210 of the Renegade Lawyer Podcast, Ben shares a preseason talk he delivered to the Herndon High School soccer program. Yes — this episode is about soccer. But it’s also about leadership, accountability, resilience, and how adults and athletes share responsibility for protecting the game. Inside the conversation: Who high school referees actually are (and why they’re there)How referees prepare for gamesWhy high school soccer is different from club soccerNew rule changes players need to understandWhat referees think about dissent and sportsmanshipWhy leadership shows up most clearly when things go wrongAnd why captains carry more responsibility than they thinkBen also discusses mistakes referees make, how they handle them, and what separates resilient teams from fragile ones. Whether you’re a player, coach, referee, parent — or just someone who cares about youth sports — this episode offers perspective you probably haven’t heard before. If you’re from the soccer world, also check out the previous episode on “The On-Fire Brain” and managing escalation in youth sports. 🎧 Episode 210 is live now on Apple Podcasts and Spotify. Ben Glass is a nationally recognized personal injury and long-term disability insurance attorney in Fairfax, VA. Since 2005, Ben Glass and Great Legal Marketing have been helping solo and small firm lawyers make more money, get more clients and still get home in time for dinner. We call this TheGLMTribe.com What Makes The GLM Tribe Special? In short, we are the only organization within the "business builder for lawyers" space that is led by two practicing lawyers. One thing we're sure you've noticed is that despite the variety of options within our space, no one else is mixing the actual practice of law with business building in the way that we are. There are no other organizations who understand the highs and lows of running a small law firm and are engaged in talking to real clients. That is what sets GLM apart from every other organization, and it is why we have had loyal members that have been with us for two-decades.

    25 min
  2. Ep. 209 - Renegade Lawyer Marketing (Audio Book) – Chapter 21: Design Your Life First

    MAR 4

    Ep. 209 - Renegade Lawyer Marketing (Audio Book) – Chapter 21: Design Your Life First

    Most lawyers start with marketing tactics. Ben says that’s backwards. In Chapter 21 of Renegade Lawyer Marketing, he makes the argument that good marketing doesn’t begin with ads, websites, or SEO. It begins with design. For the first 12 years of his career, Ben did what most lawyers do: Worked hardTook whatever cases came inFought over billsAccepted chaosTold himself “this is just how it is”And he listened to other lawyers complain about stress, insurance companies, and long hours like it was normal. Then came the uncomfortable question: What if I could actually design my life instead of reacting to it? In this episode, Ben walks through: Why most lawyers hand over their credit card to marketing agencies without knowing what they’re buildingHow random client flow keeps lawyers trappedWhy your belief system about control determines your business ceilingThe difference between chaos and systemsHow marketing becomes powerful only after you decide what kind of life you wantThis chapter is the philosophical core of Great Legal Marketing. Because if you don’t design your life first… Marketing just feeds a machine you don’t even like. 🎙 The Renegade Lawyer Podcast  Available on Apple Podcasts and Spotify Ben Glass is a nationally recognized personal injury and long-term disability insurance attorney in Fairfax, VA. Since 2005, Ben Glass and Great Legal Marketing have been helping solo and small firm lawyers make more money, get more clients and still get home in time for dinner. We call this TheGLMTribe.com What Makes The GLM Tribe Special? In short, we are the only organization within the "business builder for lawyers" space that is led by two practicing lawyers. One thing we're sure you've noticed is that despite the variety of options within our space, no one else is mixing the actual practice of law with business building in the way that we are. There are no other organizations who understand the highs and lows of running a small law firm and are engaged in talking to real clients. That is what sets GLM apart from every other organization, and it is why we have had loyal members that have been with us for two-decades.

    5 min
  3. FEB 25

    Ep. 208 – One Life, One Law Degree: Designing a Practice That Serves You

    In this special episode, Ben speaks to a room full of law students about something most law schools barely touch: the business of law—and the freedom it can create. At nearly 68 years old and 42 years into practice, Ben shares the unfiltered truth about building a law firm, surviving the hard years, and ultimately creating a practice that funds both wealth and freedom. This isn’t a lecture about billing hours or making partner. It’s about: Why “work-life balance” is the wrong frameworkHow to reject the myth that lawyers must be stressed and miserableThe power of niche practice areas (including his ERISA disability machine)Why marketing is an ethical dutyHow AI is transforming the profession (for those willing to embrace it)Why asking better questions is the most important legal skillHow to think like an owner—even before you become oneAnd why it’s okay to say: “I want to build something big, make a lot of money, and help people.”Ben also shares: The early struggles of starting his own firmThe moment he realized legal conferences were boring (and entrepreneurs weren’t)How relationship-building beats big advertising budgetsWhy there’s massive opportunity buying practices from retiring boomersAnd what he’d do if he were starting over todayIf you’re a law student, young lawyer, or anyone questioning whether the profession has to be stressful and small—this episode is for you. You get one life.  You get one law degree.  Design accordingly. Ben Glass is a nationally recognized personal injury and long-term disability insurance attorney in Fairfax, VA. Since 2005, Ben Glass and Great Legal Marketing have been helping solo and small firm lawyers make more money, get more clients and still get home in time for dinner. We call this TheGLMTribe.com What Makes The GLM Tribe Special? In short, we are the only organization within the "business builder for lawyers" space that is led by two practicing lawyers. One thing we're sure you've noticed is that despite the variety of options within our space, no one else is mixing the actual practice of law with business building in the way that we are. There are no other organizations who understand the highs and lows of running a small law firm and are engaged in talking to real clients. That is what sets GLM apart from every other organization, and it is why we have had loyal members that have been with us for two-decades.

    58 min
  4. Ep. 207 – Renegade Lawyer Marketing (Audio Book) – Chapter 20: Get Better at Marketing Because It’s Your Duty

    FEB 17

    Ep. 207 – Renegade Lawyer Marketing (Audio Book) – Chapter 20: Get Better at Marketing Because It’s Your Duty

    In Chapter 20 of Renegade Lawyer Marketing, Ben makes a bold claim: Getting better at marketing isn’t optional. It’s your duty. If you are a good lawyer…  If you deliver quality service…  If you genuinely care about your clients… Then you owe it to the marketplace to make sure the right clients can find you. In this episode, Ben challenges the myth that “good lawyers shouldn’t have to market.” He explains why average marketing produces average results—and why doing what most lawyers do guarantees you’ll get what most lawyers get. Inside this chapter: Why solo and small firms can outmaneuver the 800-pound gorillasThe danger of copying “safe” and generic lawyer marketingWhy blind luck is not a business strategyHow ethical marketing actually serves clients betterThe uncomfortable truth about average resultsIf you believe you are the right lawyer for someone out there right now… this episode will challenge you to act like it. 🎧 Listen now on Apple Podcasts or Spotify Ben Glass is a nationally recognized personal injury and long-term disability insurance attorney in Fairfax, VA. Since 2005, Ben Glass and Great Legal Marketing have been helping solo and small firm lawyers make more money, get more clients and still get home in time for dinner. We call this TheGLMTribe.com What Makes The GLM Tribe Special? In short, we are the only organization within the "business builder for lawyers" space that is led by two practicing lawyers. One thing we're sure you've noticed is that despite the variety of options within our space, no one else is mixing the actual practice of law with business building in the way that we are. There are no other organizations who understand the highs and lows of running a small law firm and are engaged in talking to real clients. That is what sets GLM apart from every other organization, and it is why we have had loyal members that have been with us for two-decades.

    6 min
  5. Ep. 206 – Renegade Lawyer Marketing (Audio Book) – Chapter 19: What You Can Learn from My Mastermind Groups

    FEB 13

    Ep. 206 – Renegade Lawyer Marketing (Audio Book) – Chapter 19: What You Can Learn from My Mastermind Groups

    In this chapter of Renegade Lawyer Marketing, Ben pulls back the curtain on what actually happens inside Great Legal Marketing’s confidential mastermind groups. Spoiler alert: it’s not magic funnels, viral TikToks, or shiny new marketing hacks. It’s fundamentals. Executed relentlessly. Inside these closed-door sessions, successful solo and small firm lawyers from across the U.S. and Canada share what’s working—and what isn’t. And despite all the changes in media (Google, AI, YouTube, Instagram, TikTok, X…), the same truth keeps surfacing: The basics still win. In this episode, Ben breaks down the recurring principles behind thriving firms: Why most income still comes from referral systems—not adsThe surprising power of monthly print newsletters (yes, snail mail)Why refining what works beats chasing new shiny objectsThe real leak in the bucket (hint: it’s not your marketing budget)How mastermind members build marketing equity in-houseWhy “likes” don’t deposit at the bankIf you’re spending money on marketing but not obsessing over relationships, referrals, and conversion, this chapter may sting a little—in the best way. 🎧 Listen now on Apple Podcasts or Spotify Ben Glass is a nationally recognized personal injury and long-term disability insurance attorney in Fairfax, VA. Since 2005, Ben Glass and Great Legal Marketing have been helping solo and small firm lawyers make more money, get more clients and still get home in time for dinner. We call this TheGLMTribe.com What Makes The GLM Tribe Special? In short, we are the only organization within the "business builder for lawyers" space that is led by two practicing lawyers. One thing we're sure you've noticed is that despite the variety of options within our space, no one else is mixing the actual practice of law with business building in the way that we are. There are no other organizations who understand the highs and lows of running a small law firm and are engaged in talking to real clients. That is what sets GLM apart from every other organization, and it is why we have had loyal members that have been with us for two-decades.

    8 min
  6. Ep. 205 – Building a Tax Firm with Passion and Precision (with Pietro Canestrelli)

    FEB 11

    Ep. 205 – Building a Tax Firm with Passion and Precision (with Pietro Canestrelli)

    From the IRS to Entrepreneur: How One Lawyer Built a National Tax Practice Focused on People First Ben sits down with Pietro Canestrelli, a former IRS attorney turned boutique tax firm founder, to unpack how he built a thriving national practice with one clear mission: take the fear out of taxes. With a niche focus on tax controversy and strategic tax planning, Pietro’s firm now serves clients across the U.S. and beyond—growing from two employees to 20+ in under 10 years. He’s also the author of America’s Tax Defender, a story-driven look at his years inside the IRS and why he chose to walk away. 🔍 Inside this episode: How Pietro turned his IRS insider experience into a competitive advantageThe 3 tax domains every business owner should understandWhy passion and compassion guide every client interaction in his firmHow to market a niche practice by cultivating long-term referral partnershipsWhat solo and small firm owners are getting wrong about tax planningHis firm’s 3-stage hiring process—and how it keeps culture and client service aligned📘 Bonus: Check out Pietro’s book, America’s Tax Defender, available on Amazon. 🎧 Listen now on Apple Podcasts or Spotify Ben Glass is a nationally recognized personal injury and long-term disability insurance attorney in Fairfax, VA. Since 2005, Ben Glass and Great Legal Marketing have been helping solo and small firm lawyers make more money, get more clients and still get home in time for dinner. We call this TheGLMTribe.com What Makes The GLM Tribe Special? In short, we are the only organization within the "business builder for lawyers" space that is led by two practicing lawyers. One thing we're sure you've noticed is that despite the variety of options within our space, no one else is mixing the actual practice of law with business building in the way that we are. There are no other organizations who understand the highs and lows of running a small law firm and are engaged in talking to real clients. That is what sets GLM apart from every other organization, and it is why we have had loyal members that have been with us for two-decades.

    39 min
  7. Ep. 204 – The On-Fire Brain and the Future of Youth Sports

    FEB 3

    Ep. 204 – The On-Fire Brain and the Future of Youth Sports

    A Special Episode on Refereeing, Emotional Regulation, and Showing Up as the Sane Adult in the Room In this special edition of the Renegade Lawyer Podcast, Ben Glass steps away from case law and legal marketing—and dives into one of his biggest passions: youth soccer refereeing. Now in his 52nd year wearing the whistle, Ben shares a presentation he recently gave to high school soccer referees in Northern Virginia. But this talk isn’t about yellow cards or offside calls—it’s about brain science, emotional regulation, and why the real job of adults in youth sports is to protect the experience for kids. Drawing from decades of personal experience as both a referee and a parent of nine (including four children adopted from China), Ben opens up about how raising kids with early trauma taught him how to better handle on-fire brains—on the sidelines, the field, and at home. 🧠 Highlights: Why descent is a cancer on the game—and what referees can do about itWhat happens to the brain in moments of emotional escalationHow lessons from parenting trauma-impacted kids can transform your leadership on the fieldWhy every youth sports adult needs to adopt the mindset of "the sane adult in the room."“You don’t calm an on-fire brain with logic or threats. You calm it by being heard.” — Ben Glass📚 Bonus: Want to learn more about Ben’s adoption journey and how it reshaped his understanding of emotional regulation? 👉 https://youtu.be/ibJHocmHH-g?si=G5kGM3x8GTGyS9ud This one’s for: Referees in any sportParents of youth athletesCoaches and volunteersTeachers, mentors, and anyone in emotionally high-stakes environments🎧 Listen now on Apple Podcasts or Spotify Ben Glass is a nationally recognized personal injury and long-term disability insurance attorney in Fairfax, VA. Since 2005, Ben Glass and Great Legal Marketing have been helping solo and small firm lawyers make more money, get more clients and still get home in time for dinner. We call this TheGLMTribe.com What Makes The GLM Tribe Special? In short, we are the only organization within the "business builder for lawyers" space that is led by two practicing lawyers. One thing we're sure you've noticed is that despite the variety of options within our space, no one else is mixing the actual practice of law with business building in the way that we are. There are no other organizations who understand the highs and lows of running a small law firm and are engaged in talking to real clients. That is what sets GLM apart from every other organization, and it is why we have had loyal members that have been with us for two-decades.

    32 min
  8. JAN 28

    Ep. 203 – Behind the Case: How Ben Glass Built a Niche Long-Term Disability Practice (Iowa Law Guest Lecture)

    In this special recording of a guest lecture at the University of Iowa College of Law, Ben Glass gives students a rare behind-the-scenes look at how he built a national long-term disability (LTD) insurance practice—without relying on expensive digital ads. This episode is packed with real-world insight into: What the ERISA long-term disability space actually is—and why it’s underservedHow to build a multi-state legal niche that scales with systems, not billable hoursThe #1 marketing principle most lawyers ignore (but every business gets right)Why relationships, not algorithms, are Ben’s most profitable referral sourceThe difference between transactional advertising and true “authority marketing”💡 Highlights: Ben's approach to tribal leader marketing and storytelling to referral sourcesHow a single $2,500 sponsored blog post led to a high-end national pipelineThe 144-step internal process that doubles as a marketing magnetWhy he built an entire referral stream from doctors, lawyers, and financial plannersWhat to do when you’re brand new and don’t “have value” (hint: you do)Ben closes the conversation by giving advice to future law firm owners: think like a storyteller, find a niche that needs you, and never bet your future on one marketing tactic. Ben Glass is a nationally recognized personal injury and long-term disability insurance attorney in Fairfax, VA. Since 2005, Ben Glass and Great Legal Marketing have been helping solo and small firm lawyers make more money, get more clients and still get home in time for dinner. We call this TheGLMTribe.com What Makes The GLM Tribe Special? In short, we are the only organization within the "business builder for lawyers" space that is led by two practicing lawyers. One thing we're sure you've noticed is that despite the variety of options within our space, no one else is mixing the actual practice of law with business building in the way that we are. There are no other organizations who understand the highs and lows of running a small law firm and are engaged in talking to real clients. That is what sets GLM apart from every other organization, and it is why we have had loyal members that have been with us for two-decades.

    36 min
5
out of 5
9 Ratings

About

I am more convinced than ever that nothing that traditional bar organizations are doing is going to move the needle on the sad stats on lawyer happiness ...The root cause of all lawyers' problems is financial stress. Financial stress holds you back from getting the right people on the bus, running the right systems, and being able to only do work for clients you want to work with. Financial stress keeps you in the office on nights and weekends, often doing work you hate for people you don't like, and doing that work alone.(Yes, you have permission to do only work you like doing and doing it with people you like working with.)The money stress is not because the lawyers are bad lawyers or bad people. In fact, most lawyers are good at the lawyering part and they are good people.The money stress is caused by the general lack of both business skills and an entrepreneurial mindset.Thus, good lawyers who are good people get caught up and slowed down in bringing their gifts to the world. Their families, teams, clients, and communities are not well-served because you can't serve others at your top level when you are constantly worrying about money.We can blame the law schools and the elites of the profession who are running bar organizations, but to blame anyone else for your own woes is a loser's game. It is, in itself, a restrictive, narrow, mindset that will keep you from ever seeing, let alone experiencing, a better future.Lawyers need to be in rooms with other entrepreneurs. They need to hang with people who won't tell you that your dreams are too big or that "they" or "the system "won't allow you to achieve them. They need to be in rooms where people will be in their ear telling them that their dreams are too small.Get in better rooms. That would be the first step.Second step, ignore every piece of advice any general organized bar is giving about how to make your firm or your life better.

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