Stephanie Rodriguez-Ruiz isn’t just a personal injury lawyer — she’s a former high school dropout with a felony record who went on to become a civil rights attorney, nonprofit leader, and fierce advocate for teens and marginalized communities.

In this episode of That One Lawyer™ Podcast, Neal Goldstein sits down with Stephanie to unpack her unbelievable journey to the courtroom, how 12 years as a paralegal shaped her client-first approach, and what it really takes to build a legal career that matters.

If you're a young or entrepreneurial lawyer wondering whether you belong — this is your episode.

Watch the video on YouTube HERE

What You’ll Learn:

• How Stephanie rewrote her story after early mistakes and legal trouble
  
  

• Why law school doesn’t define you — but grit does
  
  

• The power of lived experience in building client trust
  
  

• What most law firms get wrong about “serving the community”
  
  

• Why mentorship is more than a buzzword — and how she’s doing it in real life
  
  

• How being authentic builds a reputation better than any resume
  
  

Guest: Stephanie Rodriguez Ruiz
Stephanie is a personal injury and civil rights attorney in Boston. She co-founded the nonprofit Leading Ladies of Boston, serves on the board of the Boston Arts Academy (which once expelled her), and is a passionate advocate for record sealing, educational equity, and mentoring teens.

Host: Neal Goldstein
Author of Who’s In The Waiting Room? and founder of That One Lawyer™ Podcast, Neal brings real talk and practical wisdom to lawyers building meaningful careers.

What if burnout wasn’t a failure — but a sign you’re ready to grow?

In this episode of That One Lawyer™ Podcast, Neal Goldstein interviews Bryan Kramer — TED speaker, best-selling author, and marketing expert — on what it means to stop performing and start living.

From burnout to balance, Bryan shares the mindset shift that changed everything.

Watch full video HERE

👉 Topics We Cover:

• Identity beyond your career

• Why burnout isn't weakness

• Mindset shifts for young lawyers

• Boundaries, balance & purpose

• Reinventing your version of success

🎧 Subscribe for more real talk, mentorship, and growth strategies for lawyers.

What does it really take to go from heartbreak and grief to passing the bar exam and building a law career — all while starting over at age 50?

In this episode of That One Lawyer™ Podcast, Neal Goldstein sits down with attorney Gretchen Nicolaysen, whose inspiring story proves that it is never too late to reinvent yourself. From her early struggles as a teenager to her bold decision to pursue law school later in life, Gretchen shares the truth about what it means to face setbacks, overcome fear, and create a meaningful legal career.

If you’re a lawyer (or aspiring lawyer) who has ever wondered:

• Am I too late to start over?

• How do I balance resilience with the demands of law school?

• What role does mentorship play in shaping a law career?

• How can I find purpose in this profession beyond billable hours?

This episode is packed with insight, encouragement, and practical wisdom.

Watch the full video HERE

• Hear the unfiltered reality of what it’s like to go through law school at 50

• Learn how Gretchen turned hardship into the drive to earn her JD

• Discover why mentorship and community matter more than grades or prestige

• Find out how lawyers can redefine success and fulfillment in this profession

• Get inspiration to stay the course even when the odds feel stacked against you

• From grief to JD: how Gretchen transformed hardship into motivation

• The challenges of law school as a non-traditional student

• Why resilience is a lawyer’s greatest asset

• Mentorship: how to find it, how to give it, and why it matters

• Building a legal career after 50 — the opportunities no one talks about

• Advice for young lawyers (and older lawyers) about staying authentic

• Reinventing yourself as a professional when others doubt you

• Gretchen’s Early Struggles and Turning Points

• The Decision to Go to Law School at 50

• From Grief to JD: Finding Purpose Through Hardship

• The Importance of Mentorship in the Legal Profession

• Building Resilience Inside and Outside the Courtroom

• Challenges of Being a Non-Traditional Law Student

• How to Reinvent Yourself Later in Life

• Advice for Lawyers Seeking Meaning and Purpose

• Closing Thoughts: Why It’s Never Too Late

That One Lawyer™ Podcast is where lawyers, entrepreneurs, and changemakers come to talk about what really matters — building a meaningful career based on authenticity, relationships, and long-term growth.

Hosted by Neal Goldstein, attorney and author of Who’s in the Waiting Room?, the podcast brings you real conversations with lawyers, entrepreneurs, and leaders who refuse to blend in. Each episode is packed with mentorship, insights, and the kind of honesty you won’t find in textbooks.

Whether you’re a law student, a millennial lawyer, or a seasoned attorney searching for more meaning in your practice, this podcast is your place to learn, be inspired, and connect with the stories that remind us why we chose this profession in the first place.

This show is for lawyers who want to stop playing the game the way they were taught and start building a career (and life) that actually works.