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Why Being "Too Nice" Made Lani Medina a Better Corporate Lawyer

Why Being "Too Nice" Made Lani Medina a Better Corporate Lawyer

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Law school teaches you how to analyze cases.
It rarely teaches you how to build trust, lead with empathy, or stay authentic in a profession that often rewards toughness over humanity.

In this episode of That One Lawyer™ Podcast, host Neal Goldstein sits down with corporate attorney Lani Medina to talk about what it really means to succeed in law without losing yourself along the way.

Lani's path into the legal profession was anything but traditional. Raised in the Bronx, she served in the U.S. Air Force, worked in higher education, and attended Fordham Law School as a non-traditional evening student before building a career in corporate law. Along the way, she was often told she was "too nice" for the profession.

Rather than changing who she was, Lani leaned into it.

In this conversation, Neal and Lani discuss:

  • Why being "too nice" can actually make you a better lawyer

  • What law school does not teach about client relationships

  • How empathy and professionalism coexist in corporate law

  • The impact of military service on leadership and perspective

  • Representation, identity, and navigating imposter syndrome

  • Why authenticity builds stronger client trust than toughness

  • Mental health, mindfulness, and sustainability in legal careers

  • How AI is changing law and why human connection still matters

This episode is especially relevant for:

  • Corporate lawyers and transactional attorneys

  • Young lawyers and first-generation attorneys

  • Lawyers who feel pressure to fit a mold that doesn't reflect who they are

  • Professionals building relationship-driven practices

Whether you are early in your career or decades in, this episode is a reminder that the most effective lawyers are often the most genuine ones.

New episodes of That One Lawyer™ Podcast drop weekly.

Learn more at TruthInSuccess.com

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