161: The BEST Career Advice From 25 Years As A Lawyer You'll Ever Hear | Jason Stuart Weiss
Jason Weiss, Litigator, Author, and Entertainment Law Expert, brings over 25 years of legal experience to this insightful conversation on what it really takes to succeed - not just in law, but in any high-stakes, human-driven profession. In this episode, host Damon Lembi and Jason dive into the reality gap between law school and legal practice, how to recover from career missteps, and the mindset shifts required to thrive long-term.
Read the full breakdown of Jason Weiss’s episode on Learnit.
Key Leadership Lessons from Jason Weiss’s Journey:
"Practice" means progress, not perfection. Law - and leadership - are ongoing journeys. Jason reveals why mastery comes from reps, not theory.
A $60K mistake became a turning point. Jason shares the hard lesson of choosing the wrong client - and how it reshaped his approach to business.
Follow-up is your secret weapon. In a world obsessed with speed, Jason makes a compelling case for clarity, communication, and circling back.
Connect with Jason Weiss:
LinkedIn: Jason S. Weiss
Instagram: @askjasonweiss
Jason’s legal insights have earned him recognition as a Super Lawyers Rising Star and a trusted advisor across the sports and entertainment industries.
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