Casey Berman is the founder of Leave Law Behind and a former in-house lawyer who helps attorneys transition into careers that better align with their skills, values, and lives. In this episode, Casey shares how he left traditional legal practice, built a remote business from Hawaii, and helps lawyers rethink identity, risk, and what fulfillment can look like after law.

Kyla Denanyoh interviews Lora Cheadle is a former insurance defense attorney who traded burnout for a career built on wellness, boundaries, and helping high achievers navigate betrayal in both personal and professional life. In this episode, she explains why many lawyers mislabel their exhaustion as burnout when it is actually the rupture of unmet expectations, unmanaged stress, and years of self-neglect.

Kyla Denanyoh interviews Sergio Gregorio is a lawyer, podcast host, and creative who’s redefining what it means to have a legal career. In this conversation, he shares how growing up in Brooklyn, studying journalism, and working in federal service shaped his storytelling instincts, and why today’s lawyers must balance visibility, authenticity, and creativity in the digital world.

Laura Terrell is an executive coach, general counsel, and former special assistant to the president who has built a career across government, private practice, and nonprofit leadership. In this episode, she shares how coaching helps lawyers advocate for themselves, embrace career pivots, and find clarity in uncertain times.

Kyla Denanyoh interviews lawyer and coach Arivee Vargas shares her journey from Big Law to coaching, writing, and alignment, showing how to create a career that fits your life.

Keith Shannon is a former lawyer, legal educator, and lifelong theater fan. Kara Shannon is his daughter and creative collaborator. In this episode, Kyla speaks with the father-daughter duo about their journey from legal careers and musical soundtracks to launching Fourth Row Center, a podcast celebrating Broadway and family bonds. Their story is a heartfelt reminder that success can look like connection, creativity, and choosing joy on your own terms.

Dr. Rhonda Glover Reese is a certified career and leadership coach with 34 years of FBI experience under her belt. From counterintelligence to white collar crime, her federal career was vast and dynamic. In this powerful episode, Dr. Rhonda shares how her dream of working for the FBI led to a fulfilling career in public service and how her new chapter as a coach helps others step into their purpose with confidence.

Danielle Lyn is a practicing attorney, coach, speaker, and podcast host who is boldly redefining what career success looks like. In this honest and energizing episode, Danielle shares her transition from corporate law to a more aligned life of coaching and creating content that empowers others. Whether you’re a law student feeling boxed in or a mid-career professional exploring a pivot, this episode is a must-listen.

Dina Cataldo knows what it’s like to feel completely overwhelmed by the demands of being a lawyer. As a former criminal prosecutor, she worked long hours, prioritized everything except herself, and thought stress was just part of the job—until she was forced to rethink everything. After a life-changing health diagnosis, Dina began a journey to redefine success and take control of her time, energy, and mindset. Now, as a Master Certified Coach for Lawyers, she helps attorneys

Daya Naef is a seasoned attorney and the founder of The Success Partner, a coaching and consulting firm dedicated to helping law firms and solo practitioners navigate pivotal stages in their careers. In this episode, Daya shares her journey from construction law to coaching, emphasizing the importance of work-life balance, the limitless possibilities for young lawyers, and the value of creative pursuits outside of the legal profession.

Karla Aghedo, a dynamic attorney and entrepreneur, shares her journey of problem-solving and resilience in various spaces, from owning a bookstore to homeschooling her children. Through her experience in law school and practice, Karla emphasizes the importance of finding solutions and building a supportive team to navigate challenges effectively.

Whitney Harvey, a serial entrepreneur and founder of The Self-Coached Lawyer, shares her journey of entrepreneurship and career pivots in this episode. From expanding her business to being recognized as one of the top 40 under 40 by the Phoenix Business Journal, Whitney discusses the importance of authenticity, self-promotion, and taking risks in crafting your ideal profession.

Holly Cope shares her journey from practicing law to helping lawyers create engaging podcasts in this episode. She discusses the importance of building a personal brand as a lawyer, documenting one's journey through law school, and overcoming limiting beliefs to excel in the legal profession. Holly's insights on leveraging a law degree for various opportunities and the value of storytelling in the legal field provide valuable advice for law students and young lawyers.

Elena Deutsch, a career coach on a mission to help women and non-binary lawyers find fulfillment outside of big law, shares inspiring stories of individuals who have transformed their legal careers through her program, Will. From setting boundaries to exploring new career paths, Elena's insights and guidance empower individuals to prioritize their well-being and create a career and life they love.

Hannah Beko, a seasoned real estate lawyer and founder of Authentically Speaking, shares her journey of finding her authentic voice and helping other lawyers do the same. Through her coaching and training programs, Hannah empowers lawyers to navigate stress, burnout, and low self-esteem, encouraging them to explore diverse career paths and embrace their true selves in the legal profession.

Lauren Klein shares her journey from big law to launching a coaching program for law students and new lawyers in this episode. She discusses the importance of mindset coaching, success coaching, and mindfulness in the legal profession, emphasizing the need for balance, health, and financial well-being. Lauren's insights highlight the versatility of a law degree and the endless possibilities available to young lawyers and law students.

Samantha Divine Jallah, an experienced in-house lawyer and life coach at Radical Bench, shares valuable insights on navigating career changes and finding fulfillment in the legal profession. Through her own journey of transitioning through different careers, Samantha emphasizes the importance of starting with oneself, utilizing one's skills and passions to create a fulfilling career path.

Michael Alder, a seasoned lawyer and mentor, shares his journey of personal growth and giving back in this episode. From navigating relationships to writing books on life skills for middle schoolers, his experiences during COVID-19 have shaped his perspective on mentorship and philanthropy. Join us as we delve into Michael’s unique approach to helping others and making a difference in the community.

Sheila M. Wilkinson is a lawyer, social worker, consultant, and career transition coach. Sheila also talks about her mission to help lawyers make aligned decisions, set boundaries, and focus on what they truly want to do rather than what they think they should do. She believes in reconnecting the intellectual self with the emotional self and offers guidance to lawyers in this process.

Sheila M. Wilkinson is a social worker, lawyer, career transition coach, and podcaster who spends half the year in Brussels, Belgium, and half the year in New Orleans, Louisiana. Her life is centered on taking risks, rejecting boring careers, and people-pleasing. In this episode, Sheila emphasizes the importance of connecting with people and offers recommendations for books that can help her clients on their personal and professional journeys.