You Are A Lawyer: Take Risks and Change Careers in Law
Are you an ambitious lawyer who feels limited in life.
Podcaster
Episoden
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.
Mehr
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.
Mehr
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.
Mehr
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.
Mehr
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.
Mehr
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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