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 health—you just have to care.

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.

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.

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. In this episode, we dive into his career pivots, risk-taking, and why understanding people—not just legal rules—is the key to success.

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 do the same. In this episode, Dina shares how lawyers can break free from stress, manage their time more effectively, and build practices that support their lives—not the other way around.

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. In this episode, we dive into the power of coaching, how lawyers can embrace career transitions, and why asking yourself what do I really want? is the first step toward transformation.

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. In this episode, Raana opens up about pivoting from law to entrepreneurship, navigating the patent process, and why lawyers have the skills to build businesses in any industry.

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. If you’ve ever questioned whether you need the “traditional” lawyer path to succeed, this episode is full of insight, encouragement, and real talk about building a life that feels as good as it looks.

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. This episode is a heartfelt exploration of how lawyers can leverage their skills and passions to build meaningful, multidimensional careers.