How To Avoid A Boring Legal Career feat. Sheila M. Wilkinson (Part I)

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. 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. This episode is Part 1 of a two-part series with Sheila M. Wilkinson.

LISTEN TO LEARN

  • How to build a rich, joyful, and thriving life and business
  • The benefits of setting daily goals and reflecting at the end of the week
  • How to disconnect intellect from emotion

WE ALSO DISCUSS

  • The importance of connecting with people, especially in a post-lockdown world
  • Doing what you actually want to instead of what you think you should
  • Challenges lawyers face in balancing their personal and professional lives

Too busy to start a podcast?

Skip the boring stuff! Work with KD Creative to launch a podcast in one month and get your business in the ears of your ideal customers. Visit skiptheboringstuff.com to create your podcast today.

How To Avoid A Boring Legal Career feat. Sheila M. Wilkinson (Part I)

<iframe width="100%" height="180" frameborder="no" scrolling="no" seamless="" src="https://share.transistor.fm/e/41c6b6bb"></iframe>

How To Avoid A Boring Legal Career feat. Sheila M. Wilkinson (Part I)How To Avoid A Boring Legal Career feat. Sheila M. Wilkinson (Part I)

About This Episode

Sheila M. Wilkinson’s Background

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.

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. This episode is Part 1 of a two-part series with Sheila M. Wilkinson.

"I think it took me a while to make the integration happen… because I was so caught up in the titles. When I really recognized and accepted and admitted to myself that I'm not a title, that I'm actually a human, that I'm a human first and a title second, I was able to really shift that in my brain for myself," shares Sheila M. Wilkinson on You Are A Lawyer.

In the episode, Sheila emphasizes the importance of recognizing one's humanity before any professional title. This mindset shift allows her to guide her clients in aligning their actions with their true desires and finding fulfillment in their personal and professional lives.

Why Law School

Sheila chose law school because she wanted to make a difference and affect change within the legal system. As an indigenous girl from South Louisiana, she recognized the need for representation and advocacy for marginalized communities. She saw becoming a lawyer as a means to have a voice and create meaningful impact within the legal field.

"The better way for me to do that wasn't from the social work perspective, but to do it from the legal perspective, because then I could actually be inside the system that I want to affect change in," reflects Sheila M. Wilkinson on Episode 125 of You Are a Lawyer.

Furthermore, Sheila's decision to pursue law was also influenced by her desire for security and self-sufficiency. Growing up with a strong work ethic instilled in her, she wanted to ensure her own financial stability and independence. By choosing law school, Sheila aimed to combine her passion for social justice with the practicality of a stable career.

<iframe width="560" height="315" src="https://www.youtube.com/embed/vQEFFBO78is?si=2hoYwXS7YkRdxCIE" title="YouTube video player" frameborder="0" allow="accelerometer; autoplay; clipboard-write; encrypted-media; gyroscope; picture-in-picture; web-share" allowfullscreen></iframe>

What Can You Do with a Law Degree

In this podcast episode, Sheila M. Wilkinson, a lawyer and coach, shares her journey and the various ways she has utilized her law degree. She mentions working with lawyers to help them build rich, joyful, and thriving lives and businesses. Sheila emphasizes the importance of reconnecting with one's true desires and passions, rather than simply following societal expectations. She also highlights the need for lawyers to address their emotional well-being and find a balance between their personal and professional lives. This interview showcases the versatility of a law degree and how it can be applied beyond the traditional legal field.

"No one teaches us how to reconnect those things when we leave the office...we forget," explains Sheila M. Wilkinson, on this episode of You Are a Lawyer.

Lawyer Side Hustles

Sheila has built a successful coaching business. In her coaching practice, she helps lawyers build rich, joyful, and thriving lives and businesses. Sheila believes that many lawyers are caught up in doing what they think they should be doing, rather than focusing on what they truly want. She emphasizes the importance of reconnecting with one's emotions and desires in order to create a fulfilling and intentional life.

“Because most people are doing all the things that they think that they should be doing instead of the things that they actually should be doing, which is the things that they want,” shares Sheila M. Wilkinson in Episode 125 of You Are a Lawyer.

Sheila M. Wilkinson's approach combines her background as a licensed social worker with her legal expertise, allowing her to guide her clients through the emotional and intellectual aspects of their careers. She encourages her clients to reflect on their experiences and goals, providing them with the support and guidance they need to navigate the challenges of the legal profession.

Join the FREE mailing list!

Get behind-the-scenes content from You Are A Lawyer. 

1) Visit www.youarealawyer.com

2) Add your email address to the Subscribe pop-up box OR

3) Enter your email address on the right side of the screen

4) Get emails from me (I won't fill your inbox with junk)!

Contact Sheila M. Wilkinson

Sheila M. Wilkinson is licensed to practice law in the state of Louisiana.

Learn more about Sheila: SheilaWilkinson.com

Interact with You Are A Lawyer

Kyla Denanyoh hosts the You Are A Lawyer podcast. 

Follow the podcast:

YouTube: youtube.com/@youarealawyer

Instagram: instagram.com/youarealawyer

Twitter:  twitter.com/YouAreA_Lawyer

Website: youarealawyer.com

<iframe width="560" height="315" src="https://www.youtube.com/embed/x-c2PdgE1Lg?si=Tz6IZOeLh5sw5Nut" title="YouTube video player" frameborder="0" allow="accelerometer; autoplay; clipboard-write; encrypted-media; gyroscope; picture-in-picture; web-share" allowfullscreen></iframe>

Recent Episodes

How to Take the Leap from Big Law to Solo Practice feat. Gary Martoccio

Gary Martoccio is an employment lawyer and solo practitioner who left a large firm after 12 years to build his own plaintiffs-side practice. In this episode, Gary shares what it’s like to advocate for employees, run your own firm, and earn multiple state licenses through bar exams and reciprocity. If you’re curious about employment law or considering going solo, this episode gives a real-world perspective you won’t find in law school.
Read and listen here

How to Balance Law, Life, and Leadership feat. Rhonda Coleman Wandel

Rhonda Coleman Wandel is a commercial attorney, podcast host, and founder of RCW Strategies LLC, a legal consulting firm serving visionary companies and legal teams. In this episode, she shares her bold transition from education to law, her path through in-house legal roles, and why she recently stepped into entrepreneurship after years at companies like Accenture and Google. From Memphis to Chicago, single motherhood to legal leadership, Rhonda’s story is about clarity, courage, and walking your own path.
Read and listen here

How To Blend Legal Teaching With Theater and Parenting feat. Keith Shannon and Kara Shannon

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.
Read and listen here

How to Combine Law and AI Without Losing Your Mind feat. Austin Brittenham

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 impact.
Read and listen here

How to Turn a Dream Job Into a Lifelong Mission feat. Dr. Rhonda Glover Reese

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.
Read and listen here

How to Navigate a Business Breakup Like a Pro feat. Margeaux Thomas

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 your legal niche.
Read and listen here

How to Grow a Law Firm Without Burning Out feat. Lem Garcia

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.
Read and listen here

How to Serve Your Community With Every Case feat. Vernon Thomas

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.
Read and listen here

How to Adapt Your Career for the AI Era feat. Steven Cunningham

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.
Read and listen here

How to Advocate for Global Health With Your Legal Career feat. Samora Legros

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.
Read and listen here

How to Pay Yourself and Still Grow Your Firm feat. Frances Joseph

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.
Read and listen here

How To Embrace Career Growth Without Burning Out feat. Anna Krolikowska

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.
Read and listen here

©2025 You Are A Lawyer LLC.
All rights reserved.