How To Improve Your Soft Skills as a Lawyer feat. Dena Lefkowitz

Dena Lefkowitz shares her journey from starting law school without a clear direction to finding fulfillment as a career coach and author in this episode. She discusses the importance of identifying values and soft skills in one's career, emphasizing that it's never too late to make a change and pursue what truly matters to you. Through her own experiences, Dena inspires listeners to take control of their careers and strive for personal and professional growth.

LISTEN TO LEARN

  • The significance of investing in self-improvement, even if it means taking a pay cut or making a career change.
  • The value of soft skills in the legal profession and how they can impact your career success.
  • The importance of identifying your values, motives, and preferences in your career to avoid feeling miserable.

WE ALSO DISCUSS

  • Dena’s journey from starting law school without a clear direction to finding fulfillment in her career through strategic decisions and self-discovery.
  • The impact of desperation on seeking help and investing in personal growth, even for individuals who are typically frugal or hesitant to spend on themselves.
  • The process of transitioning from a legal career to becoming a successful career coach and author, emphasizing the importance of continuous learning and self-improvement.

Want to start a podcast?

Save time and create faster with KD Creative. KD Creative offers done-for-you podcasting services by launching podcasts for small business owners and editing podcasts for existing podcasters. 

If you’re ready to get your content in the ears of your ideal customers, start working with KD Creative. Visit skiptheboringstuff.com to hire a podcast coach.

How To Improve Your Soft Skills as a Lawyer feat. Dena Lefkowitz

<iframe width="100%" height="180" frameborder="no" scrolling="no" seamless="" src="https://share.transistor.fm/e/7a7256bf"></iframe>

How To Improve Your Soft Skills as a Lawyer feat. Dena LefkowitzHow To Improve Your Soft Skills as a Lawyer feat. Dena Lefkowitz

About This Episode

Dena Lefkowitz’s Background

Dena Lefkowitz's background is a testament to the transformative power of self-reflection and career exploration. Initially entering law school without a clear direction, Dena found herself in the field of litigation, where she struggled to find fulfillment. It wasn't until she sought the guidance of a career counselor that she began to understand the importance of aligning her values with her career choices. This pivotal moment led her to transition into roles as in-house counsel for various organizations, where she found true satisfaction in advocating for causes she believed in. Dena's journey from a disillusioned litigator to a successful career coach and author showcases the importance of self-discovery and the courage to make significant career changes.

"I became a coach in my fifties. I wrote my first book at age 60," shares Dena Lefkowitz on You Are A Lawyer.

Dena's resilience and determination to pursue her passions later in life proves that it's never too late to make a meaningful change in one's career. Through her experiences and accomplishments, Dena serves as an inspiration for individuals at any stage of their professional journey, demonstrating that with introspection and perseverance, it is possible to create a fulfilling and purpose-driven career path.

Why Law School

Dena chose to attend law school primarily to secure a stable and well-paying profession. She mentioned that after putting herself through college, she struggled to find a job that would provide a decent living, prompting her to pursue a legal career. Dena admitted that she did not have a clear understanding of what practicing law entailed and had not even considered becoming a lawyer until after graduating from college. Dena's decision to attend law school was driven by her desire to be in a solid profession that paid well, as she witnessed her father's challenges in raising a family on a limited income. 

"I really wanted to be in a solid profession that paid really well, or so I thought. I really didn't know my values until I was in my 30s. And I was already a lawyer by then," reflects Dena Lefkowitz on Episode 136 of You Are a Lawyer.

Dena's experience in law school and early legal career highlighted her initial lack of consideration for her values and preferences. She mentioned that she did not reflect on her motives, values, or preferences during law school or while seeking legal employment. This lack of introspection led her to pursue a career path without a clear understanding of what truly mattered to her. Dena's journey in the legal field, from starting as a litigator to eventually finding fulfillment as in-house counsel for the School District of Philadelphia, showcased her evolution in recognizing the importance of aligning her career with her values.

<iframe width="560" height="315" src="https://www.youtube.com/embed/x-c2PdgE1Lg" 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

Dena's own career journey serves as a testament to the versatility of a law degree. She started in litigation but found fulfillment and success as in-house counsel for school districts and eventually transitioned into a career as a coach and author. Dena's experience highlights that a law degree can provide a strong foundation for various career paths, allowing individuals to pivot and explore different avenues based on their values and preferences.

"I think I'm the perfect guest for this show because my career is a demonstration of what you can do with a law degree in many instances," explains Dena Lefkowitz, on this episode of You Are a Lawyer.

Dena's emphasis on the importance of self-awareness, values assessment, and soft skills development underscores the idea that a law degree equips individuals with valuable skills that are transferable across different industries. The ability to advocate, analyze complex information, and communicate effectively are skills that can be applied in diverse roles, from coaching to executive positions. Dena's journey showcases that with introspection and a willingness to explore new opportunities, individuals with a law degree can carve out fulfilling and successful careers in non-traditional fields.

Lawyer Side Hustles

Dena Lefkowitz's journey from a disillusioned litigator to a successful career coach and author is a testament to the power of self-reflection and perseverance. After experiencing the stress and dissatisfaction of practicing law, Dena made a pivotal decision to invest in herself by hiring a career counselor. This decision led her to discover her values and make strategic career moves, ultimately finding fulfillment as general counsel for various organizations. Dena's transition from law to coaching was not without challenges, but her dedication to personal growth and improvement propelled her to success.

“It's not too late for you to have a great career,” shares Dena Lefkowitz in Episode 136 of You Are a Lawyer.

In her role as a career coach and author, Dena emphasizes the importance of soft skills and self-awareness in navigating the complexities of professional life. Through her book, "Winning in Your Own Court," Dena provides valuable insights on curating a fulfilling career and honing essential soft skills for success. Her experiences, including learning from a client interaction that could have derailed her career, have shaped her approach to coaching and writing. Dena's journey serves as an inspiration for individuals seeking to make meaningful career changes and find fulfillment in their professional endeavors.

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 Dena Lefkowitz

Dena Lefkowitz is not currently licensed to practice law in any state.

Learn more about Dena

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/mbNPwyv8fQ4" title="YouTube video player" frameborder="0" allow="accelerometer; autoplay; clipboard-write; encrypted-media; gyroscope; picture-in-picture" allowfullscreen></iframe>

Recent Episodes

How to Stop Paying Small with Esther Etim

Esther Etim decided to stop playing small when her hard work at a legal/medical firm led to her becoming a published author and connecting with her husband. Esther Etim tells us why your privilege is not always for you!
Read and listen here

How to Avoid Career Burnout with Micro Habits with Charlene Gisele

Charlene Gisele teaches high-achieving lawyers and executives how to improve their careers by focusing on their mental health. This vulnerable episode allows Charlene to discuss her motivations to become a lawyer and why she left Big Law.
Read and listen here

How To Build a Successful Podcast for Your Law Firm feat. Robert Ingalls

Robert Ingalls is a former attorney who turned his passion for storytelling into a successful media business as a podcast producer. In this episode, he describes his struggle from being over-anxious working in the legal industry to finding joy in podcasting, focusing on the importance of doing what you love and the impact of creativity in your career. Come join Robert as he shares the challenges he encountered, the mistakes he made, and how he now supports others in making their voice heard through podcasting.
Read and listen here

How to Have an Amicable Divorce featuring Nicole Kobis

Nicole Kobis explains why divorce proceedings can be resolved amicably and the importance of finding a legal mentor.
Read and listen here

How to Combine Comedy and Law to Create a Dream Career feat. Joel Oster

Joel Oster, a constitutional lawyer turned stand-up comedian, shares how he combined his passion for public speaking with his legal expertise to create a career he loves. From teaching hilarious CLE courses to arguing cases at the U.S. Supreme Court, Joel’s journey is filled with practical advice and laugh-out-loud moments. This episode offers inspiration for lawyers looking to break free from traditional paths and find joy in their work.
Read and listen here

Why Legal Incubators are Creating Better Lawyers featuring Anne-Marie Rabago

Anne-Marie Rabago explains how to create sustainable businesses and the importance of admitting that lawyers don’t know everything.
Read and listen here

How I Graduated from Law School with Honors After Failing Out featuring SeNita McRae

SeNita McRae explains the difficulty of taking the bar exam while pregnant and the importance of innovating processes and procedures in corporate offices.
Read and listen here

How to Value Your Talents and Discover Career Success featuring Megan Smiley

Megan Smiley explains why she stopped practicing corporate law and the importance of international travel.
Read and listen here

How Philanthropic Giving Promotes Diversity and Opportunity in Higher Ed featuring Jera Oliver

Jera Oliver explains how a law clerkship inspired her non-traditional career and the importance of using money as a tool.
Read and listen here

Learn to Monetize Your Passions as a Travel Blogger featuring Francesca Chang

Francesca Chang explains how learning Mandarin made her closer to her family and the importance of managing your career expectations.
Read and listen here

How to Manage Your Finances and Money Mindset as a Lawyer feat. Rho Thomas

Rho Thomas explains the risks of entrepreneurship and why lawyers should adjust their money mindsets.
Read and listen here

How Sales Funnels Create Million Dollar Law Firms featuring Sam Mollaei

Sam Mollaei explains how sales funnels can work for law firms and the importance of mentorship as an entrepreneur.
Read and listen here

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