The Renegade Lawyer Podcast

Breaking Free from the Status Quo: Gary Miles on Building a Practice That Aligns with Your Life


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In this episode of the Renegade Lawyer Podcast, Ben Glass sits down with Gary Miles, a veteran lawyer, recovery advocate, and coach for attorneys seeking purpose and freedom in their practices.

Gary is the host of The Free Lawyer Podcast and author of Breaking Free: A Guide to Achieving Personal and Professional Freedom as a Lawyer. He shares the mindset shifts, professional pivots, and life lessons that helped him leave insurance defense, build a thriving family law practice at 54, and now coach lawyers through burnout, imposter syndrome, and business growth challenges.

You’ll hear:

  • Why so many lawyers feel stuck—and how to break free
  • How your law degree can open more doors than you think
  • The single most important business skill lawyers overlook
  • What great coaching looks like (and how Gary supports his clients)
  • Why mindset isn’t fluff—it’s the foundation of building a better practice

📘 Get Gary’s book: Breaking Free: A Guide to Achieving Personal and Professional Freedom as a Lawyer
🎧 Listen to The Free Lawyer Podcast
🌐 Connect with Gary: garymiles.net | 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.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.




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The Renegade Lawyer PodcastBy Ben Glass

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