

The Free Lawyer
Gary Miles
The Free Lawyer Podcast is designed for the lawyer, entrepreneur or professional who is in some way unfulfilled, stressed or stuck and looking for something better. We will discuss various blocks that limit us from achieving the personal freedom we all desire but have not yet fully experienced. Are you looking to achieve a new level of success? If so, this podcast is for you!
Episodes
Mentioned books

Sep 25, 2025 • 41min
The Best Strategies for Lawyers to Manage Stress and Cultivate Fulfillment #354
In this episode of "The Free Lawyer," host Gary interviews neuro coach and Neuro Savvy founder Keshawn Hughes. Drawing from her own experience with burnout, Keshawn shares how neuroscience-based coaching can help lawyers and other professionals manage stress, improve leadership, and foster healthier workplace cultures. The conversation covers practical tools like the SCARF model, breathwork, and visualization, emphasizing self-awareness, intentional breaks, and connection. Keshawn encourages listeners to find fulfillment beyond competition and perfectionism, while Gary highlights the importance of collaboration and self-care for a more rewarding legal career.Keshawn Hughes, M.S. is a NeuroLeadership Strategist, Executive Coach, and Founder of NeuroSavvy® Leadership, a Women's Business Enterprise National Council (WBENC)- and Women-Owned Small Business-certified firm transforming workplaces through brain science and authentic leadership. With two decades of experience guiding global brands, Keshawn integrates neuroscience, communication, and business strategy to help corporations improve employee productivity, retention, and engagement.Known for her ability to make complex brain science deeply practical, Keshawn equips HR and Tech leaders with proven strategies to enhance well-being, fuel performance, and develop cultures of high-impact leadership. She is certified by the International Coaching Federation (ICF) and actively involved with the Society for Human Resource Management (SHRM) and the Association for Talent Development (ATD).Based in Atlanta, Georgia, Keshawn lives with her husband and daughter, and brings heart, clarity, and bold insights to every stage she steps on.Here is her free Breakout from Burnout Guide- https://keshawnhughes.com/breakout-from-burnout-guideKeshawn’s Background and Burnout Journey (00:00:54)What is Neuro Coaching? (00:04:16).Neuroscience for Managing Lawyer Stress (00:06:24)Keshawn’s Personal Burnout Story (00:10:00)Why Lawyers Struggle with Communication and Leadership (00:13:14)The SCARF Model and the “SCARF Trap” (00:16:43)SCARF in Law Firms: Competition and Perfectionism (00:17:57)Threat Detection and Decision-Making Under Stress (00:22:19)Applying Neuroscience to Difficult Interactions (00:23:51)Practical Tools: Nature, Breathwork, and Box Breathing (00:26:38)Visualization and the Brain (00:29:42)Connect Before You Correct: Feedback and Delegation (00:31:40)Building Trust and Overcoming Micromanagement (00:34:27)Finding Fulfillment and Mindfulness Practices (00:37:13)Would you like to learn more about Breaking Free or order your copy? https://www.garymiles.net/break-free Would you like to schedule a complimentary discovery call? You can do so here: https://calendly.com/garymiles-successcoach/one-one-discovery-call

Sep 22, 2025 • 19min
How to Practice Law Without Losing Yourself #353
Host Gary Miles shares his personal journey from being a bullied, perfectionist kid to a successful trial lawyer who still battled self-doubt and an unforgiving inner critic. Despite graduating first in his class, clerking for a federal judge, and winning countless cases, he discovered that external success never silences internal struggles. Through stories of career choices, courtroom victories and defeats, and the guidance of mentors who modeled humility and courage, this episode reveals how authenticity becomes a lawyer’s greatest strength. Listen for a roadmap for moving beyond perfectionism, silencing the inner critic, and practicing law with confidence, fulfillment, and presence. More than a story of resilience, this conversation redefines success in the legal profession as something deeper than billable hours and courtroom wins.Get the Values Alignment Guide https://upbeat-trailblazer-9238.kit.com/1604bbf4cbLearn more about Breaking Free or order your copy https://www.garymiles.net/break-freeSchedule a complimentary discovery call: https://calendly.com/garymiles-successcoach/one-one-discovery-call Watch this episode on YouTube: https://www.youtube.com/channel/UCqcfaTWo17uxmYS9hfAdiaQ

Sep 18, 2025 • 46min
How Can Lawyers Navigate the Emotional Challenges of Solo Practice? #352
In this episode of "The Free Lawyer," host Gary interviews Joel Chorny, a veteran criminal defense attorney and former public defender now running a solo practice in Tucson. Joel discusses his transition to solo work, the emotional toll of public defense, and the challenges of building a client base. He shares insights on self-care, mental health, setting boundaries, and the value of coaching and community. Joel also highlights the importance of culturally informed advocacy and honest client communication, offering practical advice for lawyers seeking a more fulfilling and sustainable legal career.Joel Chorny is a veteran criminal defense attorney and former public defender who has spent over a decade standing up for individuals caught in the harshest corners of the criminal system. Fluent in Spanish and committed to culturally informed advocacy, he now runs a thriving solo practice in Tucson. Joel also teaches trial advocacy at the University of Arizona’s James E. Rogers College of Law, where he trains future lawyers in the art of compelling courtroom storytelling. Outside of his legal work, he’s a devoted husband and father, an avid cyclist, and a student of improv comedy—skills that sharpen both his presence in the courtroom and his perspective on life.Joel’s Background and Transition Catalyst (00:01:06)Emotional Toll and Decision to Leave (00:03:06)Mentorship and Planning the Transition (00:05:01)Accelerated Transition and Office Opportunity (00:06:11)Starting Without Clients and Early Advice (00:07:36)Building a Caseload and Court Appointments (00:08:29)Cultural Background and Language Skills (00:09:42)Managing Emotional Weight and Self-Care (00:11:00)Accepting Limits and Caseload Realities (00:13:12)Choosing Clients and Setting Boundaries (00:14:19)Control, Outcomes, and Client Expectations (00:16:14)Challenges of Attracting Clients and Marketing (00:19:49)Doubts, Optimization, and Imposter Syndrome (00:21:12)Dealing with Career Anxiety and Support (00:22:07)Work-Life Balance and Transition Rituals (00:24:41)Quality Time and Family Anchors (00:26:54)Teaching Trial Advocacy (00:27:52)Value of Coaching and Seeking Support (00:31:08)Breakthroughs from Coaching (00:33:42)Advice for Lawyers: Support and Community (00:39:27)Giving Back and Building Community (00:41:57)Would you like to learn what it looks like to become a truly Free Lawyer? You can schedule a courtesy call here: https://calendly.com/garymiles-successcoach/one-one-discovery-callWould you like to learn more about Breaking Free or order your copy? https://www.garymiles.net/break-free

Sep 15, 2025 • 18min
351. Why Winning More Makes You Doubt Yourself
In this episode, Gary Miles exposes what he calls the success paradox. This is the surprising reality that more wins, recognition, and achievements often intensify imposter syndrome rather than cure it. Gary shares how perfectionism and the constant chase for external validation leave even the most accomplished lawyers feeling like frauds. His Free Lawyer Framework is a model built on internal authority, clear boundaries, and value alignment, designed to help attorneys reclaim their freedom and joy in practice. He explains how shifting the focus from outcomes to effort, preparation, and authenticity transforms both professional performance and personal well-being. Listen for practical steps to set client boundaries, reduce stress, and cultivate sustainable excellence without burnout. Get the Values Alignment Guide https://upbeat-trailblazer-9238.kit.com/1604bbf4cbLearn more about Breaking Free or order your copy https://www.garymiles.net/break-freeSchedule a complimentary discovery call: https://calendly.com/garymiles-successcoach/one-one-discovery-call Watch this episode on YouTube: https://www.youtube.com/channel/UCqcfaTWo17uxmYS9hfAdiaQ

Sep 11, 2025 • 33min
350. Are You Overpaying Taxes as a Law Firm Owner?
In this episode of "The Free Lawyer" podcast, host Gary Miles interviews Frank Rekas, a financial expert and partner at Palm Wealth Partners. Frank shares insights on helping law firm owners simplify finances, minimize taxes, protect assets, and grow wealth using his NPG (Minimize, Protect, Grow) system. The discussion covers common financial blind spots, the importance of proactive planning, and practical strategies for attorneys to achieve financial clarity and confidence. Frank emphasizes a client-centered, honest approach and encourages lawyers to prioritize their financial well-being for long-term security and peace of mind.Law Firm Owners’ Financial Challenges (00:04:16) Top Financial Concerns for Law Firm Owners (00:05:32) Law Firm vs. Personal Budgeting (00:07:04) \The MPG System: Minimize, Protect, Grow (00:07:57) Common Financial Blind Spots (00:10:36) Benefits of Non-Retirement Investments (00:12:41) Working with Attorneys: Challenges and Benefits (00:13:44) Serving, Not Selling: Client-First Philosophy (00:14:50) Personalized Financial Planning (00:17:01) Law Firm Owners’ “Aha” Moments (00:18:25)Building Financial Confidence (00:20:24) First Steps for Overwhelmed Law Firm Owners (00:22:12) Commonly Missed Tax Strategies (00:23:31) Year-Round Tax Planning (00:25:03) Achieving Financial Confidence and Freedom (00:25:27) Advice for Stressed Law Firm Owners (00:27:21) Money Mindset and Family Background (00:29:40) Would you like to learn more about Breaking Free or order your copy? https://www.garymiles.net/break-free Would you like to schedule a complimentary discovery call? You can do so here: https://calendly.com/garymiles-successcoach/one-one-discovery-call

Sep 8, 2025 • 20min
349. Confidence, Arrogance, and Why Humility Wins Everytime
In this episode, Gary Miles unpacks the truth about what makes lawyers truly confident in the courtroom—and why arrogance always backfires. Drawing on more than 40 years of practice, he explains how humility, not intimidation or even perfectionism, leads to unshakable confidence and sustainable legal careers. Through personal stories of wins, losses, and lessons from mentors, Gary shows how being grounded in who you are frees you from constantly trying to prove your worth. He highlights daily practices: gratitude, active listening, and honest reflection—that help attorneys stay centered and client-focused. You will learn why humility builds stronger client relationships, earns respect from colleagues, and creates long-term sustainability in a legal career. For attorneys ready to shift from stress and self-doubt to confidence and fulfillment, this episode offers a proven path forward.Get the Values Alignment Guide https://upbeat-trailblazer-9238.kit.com/1604bbf4cbLearn more about Breaking Free or order your copy https://www.garymiles.net/break-freeSchedule a complimentary discovery call: https://calendly.com/garymiles-successcoach/one-one-discovery-call Watch this episode on YouTube: https://www.youtube.com/channel/UCqcfaTWo17uxmYS9hfAdiaQ

Sep 4, 2025 • 35min
348. The Best Strategies for Lawyers to Tackle Anxiety and Stress
In this episode of "The Free Lawyer," host Gary interviews Jennifer Kupferman, a former big law attorney turned psychotherapist specializing in lawyer well-being. They discuss common mental health challenges in the legal profession, such as anxiety, perfectionism, and chronic stress, and explore the stigma surrounding these issues. Jennifer explains her transition to therapy, the neuroscience behind anxiety, and introduces somatic therapy and EMDR as effective tools for lawyers. The conversation offers practical insights and encouragement for lawyers seeking support, emphasizing the importance of self-awareness, emotional regulation, and social connection.Jennifer Kupferman is a former Biglaw attorney, who’s now a psychotherapist in private practice in New York City. She specializes in working with lawyers across a range of issues including anxiety, depression, work stress, and building self-confidence. She’s also a regular contributor to the New York Law Journal on issues related to lawyer health and wellbeing, and a public speaker on these matters.Mental Health Challenges in Law (00:03:12)Isolation and Loneliness in Legal Profession (00:04:45) Why Work with Lawyers? (00:05:51) Thinking Like a Lawyer vs. Emotional Well-being (00:06:09) Stigma and Vulnerability in Law (00:07:29) Trends in Lawyer Mental Health (00:08:08) Generational Shifts in Work-Life Integration (00:08:54) Law Firm Resistance to Mental Health Initiatives (00:09:46) Neuroscience of Anxiety and Stress (00:10:49Why Anxiety Persists for High Achievers (00:13:12) Chronic Stress and the Nervous System (00:14:15) HBreaking the Stress-Zone Out Cycle (00:16:13) Therapeutic Approaches: Parts Work (00:17:05) IWhat is Somatic Therapy? (00:19:22)How Somatic Therapy Works (00:21:02) Evidence-Based Somatic Techniques (00:23:43)Introduction to EMDR Therapy (00:24:38) How EMDR Works in Practice (00:25:40) Addressing Skepticism about EMDR (00:27:53) Reframing Self-Criticism and Therapy Readiness (00:30:13) Signs It’s Time to Seek Support (00:31:44) The Importance of Connection (00:32:46)Would you like to learn more about Breaking Free or order your copy? https://www.garymiles.net/break-free Would you like to schedule a complimentary discovery call? You can do so here: https://calendly.com/garymiles-successcoach/one-one-discovery-call

Sep 1, 2025 • 21min
347. How to Be a Confident Lawyer, Without Burning Out
For too long, lawyers have believed the myth that confidence comes from grinding harder and working longer. This episode of The Free Lawyer reveals why exhaustion doesn’t create excellence. It quietly erodes it. Instead of faking confidence on the outside while questioning yourself on the inside, you’ll learn how to build unshakable confidence through balance. Gary shares the three pillars every lawyer needs: physical resilience, mental boundaries, and strong relationships. From daily reset rituals to setting client boundaries, you’ll discover practical strategies that make you clearer, calmer, and more effective in your practice. Confidence isn’t about pushing through burnout—it’s about creating a life and career that energize you instead of deplete you. By the end, you’ll see that being a confident lawyer doesn’t mean sacrificing yourself. Rather, it means showing up as your best, both in and out of the courtroom.Get the Values Alignment Guide https://upbeat-trailblazer-9238.kit.com/1604bbf4cbLearn more about Breaking Free or order your copy https://www.garymiles.net/break-freeSchedule a complimentary discovery call: https://calendly.com/garymiles-successcoach/one-one-discovery-call Watch this episode on YouTube: https://www.youtube.com/channel/UCqcfaTWo17uxmYS9hfAdiaQ

Aug 28, 2025 • 35min
346. Think Like a Lawyer, Act Like an Entrepreneur: Marketing, Mindset & Freedom
In this episode of "The Free Lawyer," host Gary interviews Steve Steckler, a veteran marketing and leadership coach for lawyers and author of Think Like a Lawyer, Act Like an Entrepreneur. They discuss practical strategies for lawyers to overcome marketing challenges, emphasizing behavior change, authenticity, and relationship-building over traditional sales tactics. Steve shares insights on balancing legal work with business development, the impact of the billable hour, and leveraging AI tools. The episode offers actionable advice for lawyers to grow their practices, reduce burnout, and achieve greater personal and professional freedom.Steve is a seasoned marketing, career, and leadership coach with 20+ years of experience working with 100’s of partners, associates, and in-house counsel. He advises attorneys on advancing their careers and coaches them on taking actions that will help them reach their goals. He helps lawyers to change their mindset when they are not advising clients.As an attorney who has dedicated his entire professional life to helping lawyers find more career satisfaction and achieve marketing success, Steve is “Counsel to Counsel.” What gets him excited is identifying ways to get intelligent professionals to embrace the change they want and then move past obstacles that are getting in the way.Unique Approach: Behavior vs. Mindset (00:03:08) Evolution of Legal Marketing and Coaching (00:05:21) Lawyer Personality Traits and Challenges (00:06:52) Key Behavior Changes for Lawyers (00:08:34) Client Success Story (00:10:01) Why Lawyers Struggle with Marketing (00:12:11) Authenticity in Marketing Activities (00:12:37) The “Yes, But” Disease (00:13:58) Leveraging Lawyer Traits Positively (00:15:55) The Platinum Rule (00:16:28) Building Authentic Relationships (00:17:23) Common Marketing Mistakes (00:19:24) Prioritizing Marketing Despite Busyness (00:20:38) Finding Authentic Marketing Strategies (00:21:54) Being of Service vs. Selling (00:23:30) Impact of AI on Legal Marketing (00:24:14) Key Takeaways from the Book (00:27:03) Monetizing Social Connections (00:28:57) Advice for Hesitant Marketers (00:31:05) Personal Freedom and Legal Practice (00:31:23)Would you like to learn more about Breaking Free or order your copy? https://www.garymiles.net/break-free Would you like to schedule a complimentary discovery call? You can do so here: https://calendly.com/garymiles-successcoach/one-one-discovery-call

Aug 25, 2025 • 14min
345. The #1 Thing Every Lawyer Needs to Succeed
How do you transition from a terrified young lawyer to a confident legal professional? Gary Miles shares some of the top struggles of the legal profession, including high rates of psychological distress, loneliness, and the pressure of perfectionism. His transformation was not due to toughness or brilliance but to the guidance of mentors who believed in him. Gary explores various forms of mentorship, from formal coaching to natural peer relationships. A mentor's gift is the ability to help you see failure as an experience, give you permission to be human, and provide a safe space to share your fears. This episode offers a powerful message about the importance of community and support in building a successful legal career.Get the Values Alignment Guide https://upbeat-trailblazer-9238.kit.com/1604bbf4cbLearn more about Breaking Free or order your copy https://www.garymiles.net/break-freeSchedule a complimentary discovery call: https://calendly.com/garymiles-successcoach/one-one-discovery-call Watch this episode on YouTube: https://www.youtube.com/channel/UCqcfaTWo17uxmYS9hfAdiaQ


