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The Renegade Lawyer Podcast
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.
Episodes
218 episodes
Ep. 218 – Renegade Lawyer Marketing (Audio Book) – Chapter 22: How Hard Is This Really?
How much do you really need to know to market your law firm effectively?According to Ben Glass… a lot less than you think.In this episode of The Renegade Lawyer Podcast, Ben delivers Chapter 22 of Renegade Lawyer Mark...
Ep. 217 – Dan Kennedy on AI: The Fastest Way for Lawyers to Become Invisible
Everyone is telling lawyers the same thing right now: lean into AI or get left behind.Dan Kennedy says… not so fast.In this episode of The Renegade Lawyer Podcast, Ben Glass sits down with legendary marketing strategist Dan Kenned...
Ep. 216 – Burnout, Boundaries, and the Mom-Lawyer Reality with Wendy Meadows
What happens when a family lawyer realizes litigation is no longer worth the cost?In this episode, Ben talks with family law attorney, coach, and author Wendy Meadows about burnout, time management, motherhood, and why more women ...
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Ep. 215 – From “Media Company” Thinking to AI Disruption: Marketing That Actually Works
What if you stopped thinking like a lawyer… and started thinking like a media company?In this episode, Ben sits down with Gresh Harkless — entrepreneur, podcaster, and founder of Blue 16 Media — to break down what actually
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Ep. 214 – Delegation Without Drama: Building a Business That Doesn’t Depend on You
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—...
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Ep. 213 – From “Unsexy” Law to Life-Changing Impact with Brian Gillette
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. ...
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Ep. 212 – Gifts, Alignment, and the Abundance Catalyst with Angela Goodman
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 worl...
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Ep. 211 - How to Build a Referral Engine That Actually Works (Without Burning Cash on Ads)
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,...
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 h...
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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 desi...
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 unfilte...
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 genui...
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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 m...
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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 FirstBen sits down with Pietro Canestrelli, a former IRS attorney turned boutique tax firm founder, to unpack how he built a thr...
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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 RoomIn this special edition of the Renegade Lawyer Podcast, Ben Glass steps away from case law and legal marketing—and dives into one o...
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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 ...
Ep. 202 – Permission to Retire Toward Joy with Daya Naef
In this first episode of 2026, Ben sits down with attorney-turned-coach Daya Naef, founder of The Success Partner, for a future-focused conversation about what solo and small firm lawyers need to thrive in today’s landscape....
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Ep. 201 – Behind the Brief: ERISA Oral Argument in the 4th Circuit
In this episode, Ben Glass shares a full oral argument recording from the U.S. Court of Appeals for the Fourth Circuit. The case? An ERISA long-term disability appeal involving a battle over regulatory deadlines, the standard of review, and the...
Ep. 200 – Behind the Summit: The Bigger Why of GLM Summit
What’s really behind the Great Legal Marketing Summit?In this special episode, Ben Glass shares the bigger purpose of the work we all do—not just as lawyers, but as entrepreneurs, leaders, and humans trying to build lives that m...
Ep. 199 – Behind the Scenes at the GLM Summit: Mastermind Panel + Canadian PI Marketing Wins
In this special episode, we’re taking you behind the scenes at the Great Legal Marketing Summit for a candid mastermind panel discussion—and a bonus deep dive into what PI marketing looks like from north of the border.Ben...
Ep. 198 – Are You Running Your Law Firm… Or Is It Running You? (Live from the GLM Summit)
This episode is an absolute masterclass on the Entrepreneurial Operating System (EOS)—delivered live at the GLM Summit. If you’ve ever felt like your law firm is running your life instead of the other way around, this is the clarity bomb...
Ep. 197 – No BS Time Management for Lawyers: The ProVisors Talk
Ben Glass delivers a short but powerful keynote to a ProVisors group of professionals in Northern Virginia. It’s based on the principles from No B.S. Time Management for Entrepreneurs, a book he co-authored with Dan Kennedy. This rapid...
Episode 196: Turning Burnout Into Adventure with Dr. Kelly Wright
Harvard-trained surgeon. Sustainability expert. Marathoner. Points-and-miles strategist. Dr. Kelly Wright is redefining what it means to live a full, balanced life.In this episode, Ben Glass sits down with Dr. Wright — Di...
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Ep. 195 – Firing Your Whole Team (Twice) and Building Back Stronger: Behind the Scenes at the GLM Summit - Mastermind panel
In this raw and revealing episode of the Renegade Lawyer Podcast, Ben Glass shares audio from a live Great Legal Marketing Summit - Mastermind panel discussion where members open up about one of the most difficult parts of running a law firm: b...
Ep. 194 – Raising Financially Strong Kids with Dr. Julia Myers
In this eye-opening conversation, Ben sits down with Dr. Julia Myers—pharmacist, national speaker, and founder of Generational Wisdom—to unpack the intersection of wealth, parenting, and legacy.Dr. Myers helps high-achieving families wre...
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