

258: Why Big Law Is Broken (And What It Teaches Us About Freedom) with Bill Reid
Too many professionals pursue prestige and big paydays, only to feel trapped in exhausting, unfulfilling careers. Nowhere is that more obvious than in Big Law, where young attorneys trade passion for paychecks—often at the cost of burnout, depression, and a life they never wanted.
Bill Reid broke that mold. As a nationally recognized trial lawyer and co-founder of Reid Collins, he’s spent decades taking on corporate giants—banks, accounting firms, and institutions most people thought were untouchable. In his new book, Fighting Bullies: The Case for a Career in Plaintiffs’ Law, he reveals the truth behind Big Law’s broken model and shows why pursuing passion and purpose leads not only to success, but to freedom.
What makes Bill’s story resonate far beyond the legal world is the life he’s designed along the way—one of wealth, health, impact, and experiences that his peers envy. His journey is proof that you don’t have to sacrifice your freedom to build real prosperity.
In this episode, you’ll learn:
1.) Why Big Law traps so many young attorneys—and how to avoid falling into the same paycheck-driven path.
2.) How AI is disrupting industries like law—automating tasks like document review and contracts, and forcing efficiency over billable hours.
3.) Bill’s blueprint for an “epic life”—balancing high-stakes work, entrepreneurship, health, and unforgettable experiences with friends and family.
Show Notes: LifestyleInvestor.com/258
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