Why Authenticity Matters for Lawyers

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.