You Are A Lawyer: Take Risks and Change Careers in Law

The Mindset You Need to Pass the Bar feat. Caroline Vickers (December 2021)

Caroline Vickers is an attorney, entrepreneur, and founder of Bar Prep Champs, where she coaches first time and repeat bar takers to pass the exam with strategy and confidence. In this episode, Caroline shares how her own law school experience shaped her career, why mindset is the missing piece in bar prep, and how she built a business helping lawyers overcome shame and finally pass. What Can You Do with a Law Degree Caroline’s legal career included clerking for multiple judges, working in private practice, nonprofit work, and federal government service. She had the credentials. She had the licenses in Maryland and DC. She had the traditional path. But as she began helping friends study for the bar while working as a law clerk, something clicked. She saw a pattern in repeat takers that was not about intellect. “I realized that there's a mindset piece that's missing from the bar exam experience and nobody's really talking about it," explains Caroline Vickers, on this episode of You Are a Lawyer. Her law degree gave her credibility, but more importantly, it gave her perspective. She understood how law students think, how lawyers internalize failure, and how ego and shame can derail performance. Instead of staying inside the courtroom, she chose to build something that addresses the emotional and strategic gaps law school leaves behind. Her JD did not limit her to practice. It equipped her to coach at scale. This episode is produced by Skip the Boring Stuff [https://www.skiptheboringstuff.com/], a podcast strategy company for business owners and creatives.

Leaving Law From a Place of Happiness feat. Aman Costigan

Aman Costigan is a former law firm partner, life strategist, yoga teacher, podcaster, and financial independence advocate. In this episode, Aman shares why she left the law from a place of happiness and completion, how she and her husband planned their exits strategically, and why financial literacy is the key to career freedom. Lawyer Side Hustles Today, Aman introduces herself as a life strategist, vision board workshop leader, podcaster, and tarot reader. She works one on one with high achieving women to turn ideas into execution through planning, accountability, and strategic prioritization. “I follow through and I do it,” Aman Costigan expresses in Episode 239 of You Are a Lawyer. She also runs The Sisterhood [https://www.amancostigan.com/sisterhood], a yearly program where women turn vision boards into lived reality. For Aman, strategy and intuition coexist. Planning and manifestation coexist. Law was one skillset. Execution is another. And she continues to build, speak, teach, and create on her own terms. This episode is produced by Skip the Boring Stuff [https://www.skiptheboringstuff.com/], a podcast strategy company for business owners and creatives.

Finding the Creative Side of Law feat. Victoria Inoyo

Victoria Inoyo is the Director of Advising at Juris Education [http://juriseducation.com], an edtech platform advising students toward careers in law, and a lawyer working in business affairs and creative marketing at Apple. In this episode, Victoria shares how she navigated law school as a first generation American, why she chose the creative side of the legal industry, and how she now helps aspiring lawyers “take the elevator” instead of the stairs through the admissions process. Lawyer Side Hustles In addition to her work in business affairs, Victoria serves as the Director of Advising at Juris Education, an edtech platform advising students toward careers in law. The platform supports applicants nationwide and internationally through every stage of the admissions process. “This is what I wish I had,” Victoria Inoyo expresses in Episode 238 of You Are a Lawyer. She sees mentorship as a way to close information gaps and reduce unnecessary stress. By helping students identify their goals early and understand the full spectrum of legal career options, she is building access and confidence for the next generation of lawyers. This episode is produced by Skip the Boring Stuff [https://www.skiptheboringstuff.com/], a podcast strategy company for business owners and creatives.

6 Lessons in 6 Years of Podcasting with Kyla Denanyoh

Kyla Denanyoh shares six key aspects of being a podcast host, emphasizing the power and control that comes with managing a show, the importance of streamlining processes, the freedom to choose guests, the potential for monetization, and the transformative impact podcasting can have on one's life and career. The discussion highlights the tools (Honeybook) and strategies that can make podcasting easier and more effective, ultimately encouraging others to embrace the medium. Celebrate six years of podcasting with Kyla Denanyoh! This episode is produced by Skip the Boring Stuff [https://www.skiptheboringstuff.com/], a podcast strategy company for business owners and creatives.

Fear, Confidence, and Jury Trials feat. Kyle Sherman (November 2020)

Kyle Sherman is a trial specialist, civil plaintiff’s attorney, and founder of Trial Structure. In this episode, Kyle shares why law school was the hardest season of his life, how Jerry Spence Trial College reshaped his confidence, and why he believes jury work is about persuasion, not convincing. What Can You Do with a Law Degree Kyle’s career demonstrates that legal education is less about memorizing doctrine and more about learning how to relate to people. He explains that jury trial work is not primarily about statutes or case law. It is about understanding human behavior, credibility, and persuasion. “Jury trial work is not law. Jury trial work is relating to people," explains Kyle Sherman, on this episode of You Are a Lawyer. Through his own growth, especially after attending Jerry Spence Trial College, Kyle reframed trial advocacy as structured storytelling. Legal training gave him analytical tools, but his success in the courtroom comes from listening, adapting, and presenting cases in a way jurors can understand and internalize. This episode is produced by Skip the Boring Stuff [https://www.skiptheboringstuff.com/], a podcast strategy company for business owners and creatives.