The Renegade Lawyer Podcast

Ben Glass
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Sep 16, 2025 • 16min

Ep. 183 – Designing the Business (and Life) You Actually Want: Part 1 of 4

In this special 4-part series, Ben Glass takes you behind the curtain of how Great Legal Marketing really began—and how designing a life you love should always come before building the business.This first episode, recorded live at a Great Legal Marketing event, covers:Ben’s origin story: the Hilton Garden Inn room where it all beganWhy he stopped being the "tactics guy"—and what happened nextHow he built a team that gave him real equity in the firm and freedom in his lifeThe power of telling your 100-word personal story (with an exercise you can do today)Why being interesting beats spending the most on adsIf you're tired of playing by someone else's rules and want to design a business that actually supports your life, this series is for you.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.comWhat 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 mixingthe 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.
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Sep 12, 2025 • 4min

Ep. 182 – Renegade Lawyer Marketing (Audio Book) – Chapter 15: Just Like Heart Rate Training

What does heart rate training have to do with law firm marketing?In this quick solo episode, Ben Glass draws the surprising connection between building your aerobic fitness and building a world-class marketing engine—one that runs even when you’re not in the office.You’ll hear:Why slow, consistent action beats flashy “overnight” tacticsHow to avoid the burnout of marketing fads and focus on what worksWhat Dan Kennedy taught Ben about daily “pipeline” habitsWhy it’s okay if your progress feels boring (and why that means it’s working)This is Chapter 15 of Renegade Lawyer Marketing, the free audiobook series from Ben Glass. Whether you're just starting your marketing journey or optimizing what's already working, this episode will give you a mindset reset.📘 Get your free copy of the book (plus bonuses) at RenegadeLawyerMarketing.com 🎧 Listen to past chapters at RenegadeLawyerPodcast.comBen 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.comWhat 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 mixingthe 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.
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Sep 9, 2025 • 37min

Ep. 181 – How to Turn Your Expertise Into Scalable Income with Justin Montgomery

What if you could package your professional expertise into a scalable, passive income stream?In this episode of The Renegade Lawyer Podcast, Ben Glass sits down with Justin Montgomery—former nurse practitioner turned serial entrepreneur—who built a multimillion-dollar continuing education business that helped him retire at 39.Justin now teaches licensed professionals, including lawyers, how to launch and grow CE (continuing education) course businesses—without relying on spammy online tactics or social media ads.They talk about:Justin’s journey from burnt-out clinician to financially free entrepreneurWhy licensed professionals are uniquely positioned to succeed in the course businessHow to stand out and monetize your knowledge in a crowded, AI-saturated content worldThe power of content-first marketing (and why most online course creators fail)Why you don’t need CLE credits to create a course that sellsAlternative ways lawyers can build authority and reach high-value clients through teachingThis is a masterclass in entrepreneurship for professionals who want more leverage, more income, and more freedom.Justin’s company: ProCourse Start Bonus resource: procoursestart.com/podcast/renegadeListen now on Apple Podcasts, Spotify, or wherever you get your shows.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.comWhat 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 mixingthe 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.
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Sep 2, 2025 • 46min

Ep. 180 – AI, Access to Justice, and Building Faster Law Firms with Tim Sawyer

What happens when a seasoned entrepreneur with multiple 7-figure exits brings his playbook to the legal world?In this episode, Ben Glass sits down with Tim Sawyer, Executive VP of Sales at FasterOutcomes.com, to talk about how AI is transforming legal work—and what lawyers need to know right now.They cover:Why so many lawyers haven’t even opened the AI box—and what it’s costing themHow AI tools are already helping small firms reduce desk time, generate better demands, and serve more clientsWhat law firms can learn from elective medicine, insurance, and entrepreneurshipThe rise of AI-powered knowledge bases and playbooks to empower even junior associatesHow Faster Outcomes is partnering with elite lawyers like Rob Levine to systematize excellence in case outcomesThe “client-first” philosophy driving tech that’s accessible to solos, small firms, and enterprise teams alikeWhether you're curious about legal AI, looking to compete smarter, or just wondering what tools are worth your time, this is a must-listen conversation for forward-thinking lawyers.👉 Listen now on Apple Podcasts, Spotify, or wherever you tune in.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.comWhat 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 mixingthe 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.
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Aug 26, 2025 • 38min

Ep. 179 – The Art of Subtraction: Creating a Life You Actually Want to Live with Dr. Jordan Grumet

What if your most meaningful life lesson came from the bedside of the dying?In this powerful episode of the Renegade Lawyer Podcast, Ben Glass is joined by Dr. Jordan Grumet—hospice physician, author of The Purpose Code, and one of the most thoughtful voices at the intersection of medicine, meaning, and money.Together, they dive deep into:What Dr. Grumet learned about money and happiness from patients at the end of lifeWhy “finding purpose” might be the wrong goal—and what to do insteadThe art of subtraction—a practical framework for redesigning your life around what actually lights you upRetirement redefined: why it’s not about stopping work, but about building a life you don’t need to escape fromHis journey from burnout to a second career that includes hospice work, writing, podcasting, and financial educationWhether you’re a lawyer, doctor, or other professional wondering what’s next, this conversation is your reminder that you don’t have to wait for a crisis to start living intentionally.Dr. Grumet and Ben will both be speaking at the White Coat Investor Conference in March 2026—this episode is a preview worth sharing.Listen now on Apple Podcasts, Spotify, or wherever you get your podcasts.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.comWhat 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 mixingthe 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.
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Aug 19, 2025 • 35min

Ep. 178 - Beyond the White Coat: AI, Medicine, and Reinventing the Doctor’s Life with Dr. Andrew Roberts

In this episode of the Renegade Lawyer Podcast, host Ben Glass sits down with Dr. Andrew Roberts—retired internist, AI hobbyist, and public servant. From running for coroner in Indiana to mentoring small business owners with SCORE, Andrew’s “retirement” is anything but quiet.Ben and Andrew discuss:What it’s really like to run for coroner in a mid-sized county—and why it's a partisan electionThe practical (and surprising) ways AI is transforming medicine, from patient notes to billingThe crossover opportunities in AI for lawyers and doctors alikeWhy are both professions in an “AI arms race” with insurance companiesHow physicians and attorneys can reclaim time by building a “second brain”Tools for AI-driven vacation planning, product comparison, email triage, and moreAdditionally, Ben and Andrew discuss what it means to retire into something meaningful and how AI is creating space for more service, not just efficiency.Both Ben and Andrew will be speaking at the 2026 White Coat Investor Conference in Las Vegas.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.comWhat 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 mixingthe 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.
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Aug 12, 2025 • 42min

Ep. 177 - Creating Space for Clarity: A Conversation with Mindset Coach Kayleigh Kennedy

In this episode, Ben Glass sits down with mindset and performance coach Kayleigh Kennedy, fresh off her visit to our in-person Hero Mastermind event.Kayleigh helps business owners—including lawyers—break free from burnout, reconnect with their purpose, and finally build a life that truly serves them. Together, she and Ben explore:Why most high-achieving professionals have no idea who they areThe power of giving yourself permission to rest, reset, and rethink the gameHow burnout creeps in—and what intentional recovery looks likeThe journaling techniques, nervous system rewiring, and small daily wins that create transformational changeWhy insights don’t happen at your desk—and what to do about itWhether you’re a lawyer chasing the next million-dollar case, or just someone who feels “off” and doesn’t know why—this conversation is your invitation to pause and realign.🧠 Learn more about Kayleigh at kayleighkennedy.com or find her on LinkedIn.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.comWhat 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 mixingthe 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.
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Aug 8, 2025 • 9min

Ep. 176 - Renegade Lawyer Marketing (Audio Book) Chapter 14: I Anoint You, King

In Chapter 14 of Renegade Lawyer Marketing, Ben Glass flips the narrative on what it means to serve others as a lawyer. You’ll learn why “serving the client” isn’t about self-sacrifice—and why owning your power (and profit) is the first step to building a thriving practice and life.This chapter is a must-listen for any lawyer struggling with guilt around making money, turning away bad clients, or rejecting toxic industry norms. Ben shares:Why cash flow is your first obligation—not bar committees or bad clientsThe mindset shift that transformed his stress into strategic controlHow BB&T’s John Allison taught his team to think like ownersWhy lawyers must stop using “service” as an excuse to undercharge or overgiveThe moment Ben walked away from a salaried job—and faced the real stress of going soloA personal story of cash flow pressure, 9 kids, and bold decisionsIf you’ve ever felt conflicted about charging what you’re worth or saying no, this one’s for you.🗓️ Join Ben and hundreds of entrepreneurial lawyers at the next Great Legal Marketing Summit 📘 Grab the book or listen from the beginningBen 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.comWhat 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 mixingthe 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.
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Aug 5, 2025 • 35min

Ep. 175 - Inside the Mastermind: Playbook for Referrals, Direct Mail, and Author Authority

In this special behind-the-scenes episode of the Renegade Lawyer Podcast, Ben Glass shares highlights from a private Hero Mastermind meeting at Ben Glass Law HQ. Get a front-row seat as Ben walks through real marketing experiments, referral strategies, direct mail systems, book-building using AI, and how he's making an impact (and leads) with referee scholarships and ProVisors.You'll learn:Why “networking” doesn’t work—and what to do insteadHow Ben uses personalized book mailings to build authorityWhat’s working in his LTD referral pipeline (including a $45M under-management strategy)A sneak peek at “The Investor Report” mailed to LTD referral partnersWhy authoring books is still shockingly effective in 2025The mindset behind price objections and curated follow-up sequencesHow he's using ChatGPT to draft entire books and letters (real examples included!)A powerful strategy for inspiring young referees—and generating buzz for Ben Glass LawThis one is packed with real strategies you can steal.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.comWhat 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 mixingthe 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.
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Jul 23, 2025 • 43min

Ep. 174 – Ben Glass on The White Coat Investor Podcast: WCI #427 – Dealing with a Disability Claim

In this special episode, we’re sharing Ben Glass’s recent interview on The White Coat Investor Podcast, where he unpacks what every physician and high-income professional needs to know about disability insurance—before a claim, during the process, and if it’s ever denied.Ben covers:What makes a strong claim (and what insurers are really looking for)How to avoid common mistakes that derail benefitsThe truth about own-occupation policiesHow to plan strategically if you're facing a disabling diagnosis🎧 Originally aired on The White Coat Investor Podcast 🔗 Listen to the original episode here: WCI #427 – Dealing With a Disability ClaimHuge thanks to WCI for the opportunity to bring this conversation to a broader audience.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.comWhat 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 mixingthe 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.

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