The Renegade Lawyer Podcast

Updated: 09 Sep 2025 • 181 episodes
www.TheGLMTribe.com

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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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 reti

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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 man

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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. Togethe

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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 lik

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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

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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 an

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