The Free Lawyer Are You Stuck in the Golden Handcuffs of Law? #372
In this episode of "The Free Lawyer," host Gary Miles interviews Casey Berman, founder of Leave Law Behind. Casey shares his journey from burned-out attorney to career coach, detailing how he helps lawyers transition into fulfilling non-legal roles. They discuss overcoming the "golden handcuffs" of legal careers, identifying transferable skills, and taking small, practical steps toward change. Casey emphasizes the importance of self-awareness, actionable coaching, and redefining personal success. The episode offers hope, resources, and concrete advice for attorneys seeking more meaningful, aligned careers outside the law.
Casey Berman is the founder of Leave Law Behind (www.leavelawbehind.com), a nationally recognized coaching and content platform that helps unhappy attorneys leave the legal field and transition into non-law careers they love. Leave Law Behind has been featured in or covered by the Wall Street Journal, The Washington Post, The Atlantic, The Guardian, among other publications. A former attorney himself, Casey launched Leave Law Behind over a decade ago to help lawyers overcome fear, rediscover their transferable skills, and find roles that align with their strengths, values, and lifestyle goals. He’s helped hundreds of attorneys break free from burnout and self-doubt and take confident steps toward more fulfilling, sustainable careers.
Casey is a speaker, writer, and entrepreneur based in Maui, where he lives with his wife and two children. He brings a thoughtful, down-to-earth perspective to conversations about career change, entrepreneurship, mindset, emotional resilience, and building a life that works for you.
Casey’s Defining Moments Leaving Law (00:02:46)
Transitioning Out of Law (00:05:44)
Transferable Skills & Golden Handcuffs (00:07:31)
Overcoming Feeling Stuck (00:11:19)
Incremental Steps to Change (00:12:30)
What Sets Leave Law Behind Apart (00:15:11)
Unique Genius Framework (00:16:29)
Who Leave Law Behind Serves (00:17:28)
Paralysis by Analysis & Perfectionism (00:18:22)
Changes in Lawyers’ Motivations & Opportunities (00:21:05)
Ripple Effect of Career Fulfillment (00:23:39) T
Practical First Steps for Dissatisfied Lawyers (00:25:12)
Importance of Coaching & External Support (00:27:48)
Redefining Success & Authenticity (00:31:40)
Transforming Your Current Practice (00:33:23)
Magic Wand: More Options & Less Feeling Stuck (00:35:39)
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