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

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

Are you an ambitious lawyer who feels limited in life.

Episoden

Marketing Lessons for Lawyers: Authenticity Is Your Strategy
13.11.2025
27 Minuten
Chelsea Jones is the founder of Chelsea Anne Media, a social media marketing agency that helps lawyers build personal brands that feel genuine, not forced. In this episode, she shares how one Upwork client turned into a thriving niche, why Instagram remains the most powerful platform for lawyers, and how authenticity can turn online visibility into real relationships. How Lawyers Can Build a Brand That Works According to Chelsea, building a personal brand starts with simplicity. Many lawyers assume branding requires elaborate campaigns, but she insists it begins with clarity; knowing who you are, what you stand for, and how you want to be known. From there, structure and consistency do the heavy lifting. “Your personal brand is you. It doesn’t have to be complicated. Keep it simple, be yourself, and build a plan that reflects that," shares Chelsea Jones on Episode 218 of You Are a Lawyer. She advises lawyers to define four or five “content pillars” – the key themes or topics that represent their work and personality. Whether it’s educational posts, personal stories, or motivational insights, these pillars help create focus and flow. For Chelsea, social media success isn’t about perfection or virality. It’s about visibility that feels aligned, authentic, and sustainable. This episode is produced by Skip the Boring Stuff, a podcast strategy company for business owners and creatives.
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Tax Attorney Shares When You Really Need Help
06.11.2025
19 Minuten
Stephen Weisberg is a Detroit-based tax attorney who helps individuals and business owners resolve IRS controversies and tax-debt issues. In this episode, he shares how the 2008 recession launched him from corporate bankruptcy work into tax law, why most people wait too long to seek help, and what every lawyer (and taxpayer) should know before they get that letter from the IRS. What You Can Do With a Law Degree Stephen’s journey proves that a law degree is both a credential and a toolkit. His early work in bankruptcy law introduced him to financial systems and creditor negotiations, while his tax practice taught him how to translate that technical knowledge into advocacy for everyday people. Tax controversy work isn’t glamorous, but it’s vital—and it’s year-round. “People think I’m busiest during tax season, but that’s when the IRS is focused on filing. My work happens the rest of the year," shares Stephen Weisberg on Episode 217 of You Are a Lawyer. He’s built a steady stream of clients through LinkedIn networking, attorney referrals, and partnerships with CPAs, CFOs, and financial planners. The relationships he’s developed prove that collaboration, not competition, sustains a modern law practice. Most of his cases are handled remotely by phone or Zoom, reflecting how legal work has evolved since the pandemic. Did you know that children as young as 10 can be prosecuted as adults in Pennsylvania?  You Are A Lawyer has partnered with YSRP, the Youth Sentencing and Re-Entry Project, to bring awareness to their fight to keep young people out of adult prisons and to advocate for youth lifers.  Visit YSRP.org to support this cause. Thank you. 
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Why Authenticity Matters for Lawyers
30.10.2025
21 Minuten
Sergio Gregorio is a lawyer, podcast host, and creative who’s redefining what it means to have a legal career. In this conversation, he shares how growing up in Brooklyn, studying journalism, and working in federal service shaped his storytelling instincts, and why today’s lawyers must balance visibility, authenticity, and creativity in the digital world. LAWYER SIDE HUSTLES Sergio’s podcast, Frolic & Detour, showcases the multifaceted lives of lawyers who have stepped outside conventional career paths. Through conversations that blend humour, culture, and creativity, he invites listeners to see law as a foundation, not a limitation. He’s also expanding his creative portfolio with food-review videos, blending his love of storytelling with his natural curiosity about everyday pleasures. “People don’t really get to see the silly side,” Sergio Gregorio admits in Episode 216 of You Are a Lawyer, “The podcast can feel serious, but there’s more to me than that.” By bringing humanity into his work, Sergio embodies the podcast’s core philosophy: lawyers are people first. Thinkers, creators, and dreamers who deserve space to explore beyond the billable hour. His story is a reminder that embracing detours can lead to the most authentic destinations. Did you know that children as young as 10 can be prosecuted as adults in Pennsylvania?  You Are A Lawyer has partnered with YSRP, the Youth Sentencing and Re-Entry Project, to bring awareness to their fight to keep young people out of adult prisons and to advocate for youth lifers.  Visit YSRP.org to support this cause. Thank you. 
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Building Confidence and Clarity as a Lawyer (August 2023)
23.10.2025
29 Minuten
Laura Terrell is an executive coach, general counsel, and former special assistant to the president who has built a career across government, private practice, and nonprofit leadership. In this episode, she shares how coaching helps lawyers advocate for themselves, embrace career pivots, and find clarity in uncertain times. LAWYER SIDE HUSTLES Alongside her legal work, Laura built a thriving executive coaching practice. She now works with clients ranging from law firm associates to government lawyers, helping them prepare for promotions, navigate layoffs, or make strategic pivots. “One of the interesting things about attorneys is we’re really good at advocating for clients. But sometimes attorneys are surprisingly reluctant to advocate for themselves,” shares Laura Terrell in Episode 103 of You Are a Lawyer. Her coaching practice fills that gap, giving lawyers the tools to ask better questions, push beyond comfort zones, and build sustainable, fulfilling careers.
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Redefining Success and Alignment in Law
16.10.2025
51 Minuten
Arivee Vargas is a first-generation Latina lawyer who went from Big Law litigation to in-house corporate leadership, all before pivoting to become an author, executive coach, and speaker. She shares the raw story of her identity crisis after having her first child and how that led her to develop the framework for her book, Your Time to Rise, focusing on aligning your career with your deepest values. This conversation is essential for any high-achieving lawyer ready to stop checking boxes and start building a life of true purpose. LAWYER SIDE HUSTLES Arivee Vargas has successfully layered multiple non-traditional ventures alongside her demanding corporate career, demonstrating how a side hustle can evolve into a full-time business. While working full-time in high-level corporate roles, she became a certified coach and simultaneously cultivated her writing and speaking business. Her specific "hustle" involved writing her book, Your Time to Rise, which was written while she was still fully employed. She also established The Humble Rising podcast in 2021 as a platform to test and experiment with her ideas and voice before making the full-time jump. “I started to realize, oh, I love coaching. I love, you know, doing this type of work,” Arivee Vargas shares in Episode 214 of You Are a Lawyer. Her current full-time business is built around executive coaching, speaking, and authoring, all centered on the theme of alignment, the process of ensuring what clients truly believe inside matches what they pursue on the outside. Arivee's focus with her clients is on "transformation from the inside out," working primarily with high-achieving lawyers and leaders who are looking for executive-level life coaching to navigate a career pivot and better align their professional achievements with their personal happiness. LISTEN TO LEARN How to separate your self-worth from your professional titles Why focusing on the next right step eliminates career anxiety How to apply law school grit to internal transformation WE ALSO DISCUSS Why lawyers struggle with compartmentalization in personal life Deconstructing cultural beliefs about sacrifice and hustle Choosing "Work-Life Harmony" over the balance trap Partnership: Did you know that children as young as 10 can be prosecuted as adults in Pennsylvania?  You Are A Lawyer has partnered with YSRP, the Youth Sentencing and Re-Entry Project, to bring awareness to their fight to keep young people out of adult prisons and to advocate for youth lifers.  Visit YSRP.org to support this cause. Thank you. 
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Über diesen Podcast

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. Ranked at 17 of the Top 90 Legal Podcasts, this podcast 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: kyla@youarealawyer.com.

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