What if law school prepared you for everything except real life?
In this powerful episode of That One Lawyer™ Podcast, host Neal Goldstein sits down with Xavier Prescod — a first-generation lawyer who's rewriting what success looks like in the legal profession.
Born to immigrant parents from St. Vincent and the Grenadines, Xavier grew up watching his mom work as a home health aide and his dad build homes as a carpenter. Today, he's building something of his own — a thriving career in insurance defense litigation at one of the top firms in the country.
But his path wasn't paved for him. From failing his first LSAT to being the only Black male student in his law school section, Xavier had to fight imposter syndrome, push through doubt, and learn how to succeed in a system not built for him.
This episode is raw, grounded, and deeply human — a must-listen for any lawyer who's ever questioned whether they belong.
Watch Full Video on YouTube HERE
✅ How to turn self-doubt into determination (and why failing the LSAT was the best thing that ever happened to him)
✅ The truth about being a first-generation lawyer in today's profession
✅ What law school should teach you — but doesn't
✅ How to build real relationships across generations in the legal field
✅ The role of mentors (like Judge Latia Martin) in shaping professional identity
✅ How to overcome feeling like the "only one in the room"
✅ What younger lawyers wish older lawyers understood — and vice versa
✅ The power of kindness, collaboration, and staying authentic in a competitive field
✅ How social media can humanize lawyers — and where it can go wrong
Xavier's family story and early influences
His LSAT journey and the moment he realized he could actually do this
Navigating law school as one of the few minority students
Finding belonging through friendship, mentorship, and hard work
Lessons from clerking in Bronx Supreme Court
The realities of working in insurance defense
How firm culture can make or break young lawyers
What his generation is getting right — and wrong — about work and life
Why relationships are the future of the legal profession
How Neal's "one stranger a day" rule can change your career trajectory
First-generation lawyers finding their footing in law
Law students navigating imposter syndrome
Young attorneys figuring out firm culture and clie
Stuff You Should Know
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
Las Culturistas with Matt Rogers and Bowen Yang
Ding dong! Join your culture consultants, Matt Rogers and Bowen Yang, on an unforgettable journey into the beating heart of CULTURE. Alongside sizzling special guests, they GET INTO the hottest pop-culture moments of the day and the formative cultural experiences that turned them into Culturistas. Produced by the Big Money Players Network and iHeartRadio.
Dateline NBC
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com