The Renegade Lawyer Podcast

In this episode of the Renegade Lawyer Podcast, Ben talks with Katie Santoro, founder and CEO of Lyft Business Resources, a fractional administrative support and executive assistant staffing firm.Katie shares her entrepreneurial journey—from litigation paralegal to insurance claims examiner to yoga studio owner to building a business that helps overwhelmed founders finally get things off their plates.Ben and Katie dig into the real reasons delegation is so hard, especially for lawyers and founder-led businesses. They talk about ego, fear, communication, process, and why most business owners know they need help long before they know how to use it well.They also cover: The difference between an admin assistant and a true executive assistant  Why delegation fails when the founder is already too overwhelmed  How Katie matches clients with the right assistant  Why process and emotional intelligence matter just as much as skill  The hidden cost of trying to do everything yourself  What founder-led businesses can gain when they stop being the bottleneck This is a practical conversation for lawyers, business owners, and anyone who knows they should delegate more—but hasn’t quite gotten out of their own way.🎧 Listen now on Apple Podcasts or SpotifyBen 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.

In this episode, Ben sits down with longtime friend and Social Security Disability attorney Brian Gillette—a lawyer quietly changing lives in a space most people overlook.No big verdicts.No headlines. But real impact, every single day.Brian pulls back the curtain on what it actually looks like to run a Social Security Disability practice—from handling 300+ cases at a time to building a team that includes a retired administrative law judge.They talk about: Why Social Security Disability is one of the most misunderstood (and underserved) practice areas  The emotional weight of helping clients through life-altering situations  How to screen cases efficiently without burning out  The reality of marketing in a referral-driven practice  Letting go of control and building a team that actually supports your growth And maybe most importantly—👉 Why doing meaningful work doesn’t always look flashy… but can be far more fulfilling.This is a conversation about purpose, systems, and building a practice that works for your life—not the other way around.🎧 Listen now on Apple Podcasts or SpotifyBen 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.

In this episode of the Renegade Lawyer Podcast, Ben sits down with serial entrepreneur Angela Goodman for a conversation about gifts, identity, business alignment, and what it really takes to build influence and impact in the world.Angela has owned multiple businesses, works with entrepreneurs through her Abundance Catalyst Method, and hosts the podcast Evolve Through God. Ben and Angela talk about why so many business owners are successful on paper but still feel stuck, heavy, or deeply misaligned.They also dig into Angela’s recent Evolve event in Savannah, where she worked with entrepreneurs on identity, gifts, marketing, and the internal blocks that keep people from living and building in alignment.In this episode: Why success and alignment are not the same thing  How childhood wounds can shape adult business decisions  What “identity misalignment” actually looks like  Why ego keeps entrepreneurs stuck in the wrong work  How gifts, talents, and interests can point to your real path  The difference between traditional marketing and “interest media”  Why some offers don’t work because the founder isn’t aligned with them  Angela’s journey through HVAC, restaurant ownership, consulting, and reinvention  The story behind her podcast, Evolve Through GodThis is a conversation about more than business strategy. It’s about building a life and business that actually fit who you are.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.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.

Jason Williams spent more than a decade helping build the marketing engine behind a growing personal injury firm—driving consistent year-over-year growth and increasing referral-based cases from roughly 25% to nearly 50%.In this episode, Ben Glass talks with Jason about what actually moves the needle for law firms: strong relationships, smart community involvement, better client experience, disciplined intake, and ruthless measurement.They dig into how Jason helped build a motorcycle injury niche from scratch, why referral marketing still beats flashy tactics, how AI is improving intake review and call scoring, and what law firms should really look for when hiring marketing vendors.Jason also shares why he launched Fractional Legal Marketing, a business focused on helping solo and small law firms grow with better strategy, better oversight, and fewer expensive mistakes.If you’re tired of chasing leads, wasting money on bad marketing, or treating intake like an afterthought, this episode lays out a more practical path forward.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.

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.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.

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 SpotifyBen 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.

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.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.

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 SpotifyBen 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.

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 SpotifyBen 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.

From the IRS to Entrepreneur: How One Lawyer Built a National Tax Practice Focused on People FirstBen 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 SpotifyBen 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.