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.

Austin Brittenham is a first-generation lawyer, legal tech founder, and the creator of 2nd Chair, an AI-powered tool designed to help solo and small firm lawyers work faster and smarter. In this episode, Austin and Kyla talk about space law, law school culture, and what it really means to use your legal education creatively. From debating in high school to launching two startups, Austin proves that you don’t have to follow the traditional legal path to make a meaningful impac

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.

Margeaux Thomas is a litigator and founder of The Thomas Law Office, P.C., a firm that focuses on "business divorces" – complex breakups between business partners. In this episode, Margeaux shares her journey from Ohio to the DMV, what drew her to commercial litigation, and how she built a thriving law firm dedicated to helping small businesses through conflict. She also talks about growing up around quiet entrepreneurship and why personality type plays a big role in choosing

Lem Garcia is a personal injury attorney and the founder of Lem Garcia Law in California. In this episode, Lem shares how he went from answering Craigslist job ads to running a 20-person law firm. With humility, insight, and honesty, Lem walks us through what it takes to start a firm from nothing and why self-belief and strategic thinking are key to long-term success.

Vernon Thomas is a military attorney, community servant, and judicial candidate for the 19th Judicial District Court in Baton Rouge. In this heartfelt conversation, Vernon and Kyla reflect on his legal journey—from public defender and prosecutor to staff attorney and JAG officer—and how each role shaped his approach to justice. With lessons from his father, mentorship from respected judges, and deep Southern roots, Vernon is driven by more than ambition—he’s driven by service

Steven Cunningham is a lawyer-turned-entrepreneur and the founder of Simple Academy, a company that helps teams boost performance and productivity using AI tools. In this episode, Steven talks about what it means to pivot early, lean into innovation, and reimagine what legal training can prepare you to do. Whether you're AI-curious or career-curious, Steven Cunningham’s story offers both inspiration and practical insights.

Samora Legros is an advisory manager, advocate, and board member of the Max & Thérèse Cadet Dental Fund, Inc. In this powerful episode, Samora and fellow board members share how a family legacy has grown into a 33-year commitment to improving oral healthcare in Haiti. From mobile dental clinics and maxillofacial surgeries to supporting the next generation of Haitian dentists, this is a story of service, strategy, and impact. You don’t have to be a dentist to support public he

Frances Joseph is a fractional CFO who helps law firm owners gain clarity, confidence, and control over their finances. With a deep understanding of both accounting and mindset, Frances joins the show to talk about why lawyers need to stop treating their business like an afterthought and start building something sustainable. This episode is a must-listen for anyone running—or dreaming of running—a law firm.

What do type A lawyers, podcast editing, sweet delusion, and four different recording cities have in common? Kyla Denanyoh. In this solo episode, Kyla celebrates her 10-year law school graduation anniversary and the 5-year milestone of the You Are A Lawyer podcast by sharing 10 things you (probably) didn’t know about her. From launching a podcast with no experience to accidentally becoming a manager again, this is a personal, honest, and very Kyla conversation about risk, cre

Anna Krolikowska is a divorce attorney, mediator, and past president of the Illinois State Bar Association. In this thoughtful and candid episode, Anna shares how she transitioned from litigation to collaborative law, navigated new motherhood while leading 30,000+ lawyers statewide, and built a career that supports her life, not the other way around. This is a powerful listen for anyone wondering if they can have it all—or what “all” should really look like.

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.

Juliet Peters has never been afraid to reinvent herself. She started in journalism, moved into litigation, transitioned to in-house counsel, and now runs Framework Legal, a business law firm helping entrepreneurs navigate transactions and growth. Throughout her career, curiosity has been her greatest asset—leading her to explore new industries, embrace change, and design a career that fits her strengths. In this episode, Juliet shares why lawyers should lean into career evolu

Mark C. Fava has had a career unlike most lawyers. A former naval flight officer, aviation lawyer, and now a vice president at the world’s largest aerospace manufacturing company, Mark has spent decades leading in high-pressure environments. His new book, Lessons from the Admiral, Naval Wisdom and Sea Stories for Leaders, shares leadership insights from his time working with an admiral and how those lessons apply to law, business, and life.

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

Yeve Chitiga, a lawyer turned executive coach, is on a mission to help attorneys move past fear, doubt, and uncertainty to create careers that actually excite them. After a decade of practicing law, Yeve realized that so many lawyers felt stuck, uninspired, or unsure of their next steps—so she created Yevezo Coaching & Consulting to help them find clarity, confidence, and joy in their work.

Raana Kashani Gregg, attorney-turned-beauty entrepreneur, shares her journey from running her own law practice to founding Lunaescent Clean Skin Labs, an innovative skincare brand. After experiencing severe dermatitis from applying eczema treatments to her son, she saw a gap in the market for hygienic, non-porous skincare applicators—and decided to create one herself.

Tashira Halyard, a former litigator turned solopreneur, content creator, and activist, joins Kyla to share how she built a career that aligns with her values and creative passions. From navigating law school transfers to launching a blog that became a thriving business, Tashira breaks down what it means to truly own your career choices.

Olivia “Liv” Ash, a lawyer, artist, author, and health educator, discusses how she blends creativity and advocacy to address loneliness and foster connection. As the founder of Liv Balanced, LLC and author of Painting the Landscape of Loneliness, Liv shares her journey of using art and research to inspire others to embrace vulnerability and self-expression.

Rachel Clar, founder of Interconnected Us, helps women lawyers leverage connections and grow their influence in the legal field. In this episode, Rachel shares actionable insights on networking, confidence building, and creating meaningful professional relationships. Whether you’re looking to bring in new business or expand your opportunities, Rachel’s advice will inspire you to take the next step in your career.