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

Kyla Denanyoh
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Are you an ambitious lawyer who feels limited in life? A law student who daydreams about impacting the world? Did you struggle with the bar exam? Are you bored working as a lawyer? You Are A Lawyer is an interview-based podcast that promotes lawyers with fearless career changes, ambitious side hustles, and extraordinary lives. On this top-rated podcast, Kyla talks to law school graduates, attorneys, and lawyers about the risks they've taken, the joys (and challenges) of law school, and their transitions out of legal careers. You Are A Lawyer will motivate you to start that business, unpack some drama from law school, consider a nontraditional career, and push you to embrace the hobby you’ve been hiding. There are so many ways to use your law degree. Whether you’re working as an artist, tech investor, coach, or blogger, if you’ve graduated from law school, YOU ARE A LAWYER, and your law degree is valuable. Find more episodes and resources at www.youarealawyer.com. Contact Kyla with any questions: hello@youarealawyer.com.

  1. What It Takes to Run a Law Firm feat. Sean Olson

    4D AGO

    What It Takes to Run a Law Firm feat. Sean Olson

    Sean Olson is a trial lawyer and founder of Olson Law Firm in Colorado. In this episode, Sean shares how he transitioned from journalism into law, built a personal injury firm from a solo practice into a growing team, and why he still makes time for the courtroom even as a CEO. Lawyer Side Hustles What started as a solo practice eventually became Olson Law Firm, a growing personal injury firm with multiple attorneys and a full support staff. Sean built the firm by continuously learning, investing in himself, and developing skills beyond traditional legal work, including marketing, business operations, and leadership. “I didn’t understand what was possible,” Sean Olson expresses in Episode 241 of You Are a Lawyer.That growth required humility and adaptability. Sean spent years attending conferences, reading, and refining his approach to both law and business. His work today reflects that evolution. He is not just practicing law. He is building systems, leading people, and creating opportunities for others within his firm. This episode is produced by Skip the Boring Stuff, a podcast strategy company for business owners and creatives.

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

    APR 16

    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, a podcast strategy company for business owners and creatives.

    27 min
  3. Leaving Law From a Place of Happiness feat. Aman Costigan

    APR 9

    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, 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, a podcast strategy company for business owners and creatives.

    30 min
  4. Finding the Creative Side of Law feat. Victoria Inoyo

    APR 2

    Finding the Creative Side of Law feat. Victoria Inoyo

    Victoria Inoyo is the Director of Advising at Juris Education, 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, a podcast strategy company for business owners and creatives.

    24 min
  5. 6 Lessons in 6 Years of Podcasting with Kyla Denanyoh

    MAR 26

    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, a podcast strategy company for business owners and creatives.

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

    MAR 19

    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, a podcast strategy company for business owners and creatives.

    27 min
  7. How valuable is a law degree? feat Kyla Denanyoh

    MAR 12

    How valuable is a law degree? feat Kyla Denanyoh

    In this episode, Kyla Denanyoh shares her journey from law firm volunteer to law school graduate and beyond. Kyla is interviewed by a fellow Southern University Law Center (SULC) alum, Vernon W. Thomas and she discusses her experiences at SULC, the challenges of the bar exam, and her unexpected career path that led her to work in a call center before finding her footing in the legal profession. Kyla also delves into her motivation for starting the podcast, the importance of mindset in content creation, and the value of sharing diverse stories within the legal community. Kyla Denanyoh explores themes of risk-taking, entrepreneurship, and personal growth. Kyla shares her journey from law school to podcasting, emphasizing the importance of embracing risks and creating opportunities. They discuss the evolution of her podcast, the challenges of monetizing content, and the significance of self-care and leisure in a busy life. The conversation culminates in reflections on the value of a law degree and the importance of taking risks in both personal and professional realms. This episode is produced by Skip the Boring Stuff, a podcast strategy company for business owners and creatives.

    1h 8m
  8. Making Legal Services Easier to Access feat. Lawrence Blackmon

    MAR 5

    Making Legal Services Easier to Access feat. Lawrence Blackmon

    Lawrence Blackmon is a trial attorney, Mississippi House Representative, and the CEO of Legal Ease, a consumer facing legal tech company using artificial intelligence to help people handle certain non complex legal matters without hiring an attorney. In this episode, Lawrence shares how mock trial shaped his confidence, how he stepped into public service, and why he believes lawyers can use their training far beyond traditional practice. Lawyer Side Hustles Lawrence co-founded Legal Ease in 2023 with the goal of making legal easier and more accessible for consumers. Legal Ease is built to help people handle what he calls non complex legal matters without going through the full traditional attorney process, especially when the work is largely checklist driven and expensive simply because it requires a lawyer’s time to ask questions and process information. “I like getting up every day and working towards building something,” Lawrence Blackmon expresses in Episode 234 of You Are a Lawyer. He describes Legal Ease as consumer facing legal technology powered by artificial intelligence, designed for matters like expungements, no fault divorce, and certain personal injury situations. The platform is meant to guide users through the same questions a lawyer would ask and help them move through the process without paying what he calls exorbitant fees. He even names the AI component of the platform. This episode is produced by Skip the Boring Stuff, a podcast strategy company for business owners and creatives.

    18 min
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About

Are you an ambitious lawyer who feels limited in life? A law student who daydreams about impacting the world? Did you struggle with the bar exam? Are you bored working as a lawyer? You Are A Lawyer is an interview-based podcast that promotes lawyers with fearless career changes, ambitious side hustles, and extraordinary lives. On this top-rated podcast, Kyla talks to law school graduates, attorneys, and lawyers about the risks they've taken, the joys (and challenges) of law school, and their transitions out of legal careers. You Are A Lawyer will motivate you to start that business, unpack some drama from law school, consider a nontraditional career, and push you to embrace the hobby you’ve been hiding. There are so many ways to use your law degree. Whether you’re working as an artist, tech investor, coach, or blogger, if you’ve graduated from law school, YOU ARE A LAWYER, and your law degree is valuable. Find more episodes and resources at www.youarealawyer.com. Contact Kyla with any questions: hello@youarealawyer.com.

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