Phillip Greer: The Underdog Approach to Life

Phillip Greer: The Underdog Approach to Life

Author: Chris Schembra June 29, 2026 Duration: 49:30

"The best man on the floor is actually a woman." This simple principle serves as the heartbeat for a life dedicated to authentic human depth. In a world optimized for digital efficiency and "frictionless" convenience, the true currency of a meaningful life remains the unscalable power of independent thought, presence, and intentional effort.

In this episode of Gratitude Through Hard Times, Philip Greer explores the growing cultural movement of human connection, proactive resilience, and the universal language that unites us. Philip shares insights from his personal journey, including navigating a life-changing career evolution since joining the firm in 2005 as a software engineer, building the company's first content management system, and the long road to paying forward the lessons of grit learned from his mother, Sherry. Together, the conversation dives into how we show up for others, the power of surrounding ourselves with people who challenge us, and how leaning into creative outlets outside the boardroom can fundamentally alter our perspectives.

10 Memorable Quotes:

  • "There was no position that was beneath her, but also no position was the ceiling."
  • "Sometimes they say no because systems are built that way, but that doesn't mean the answer is no."
  • "The bookkeeping of benefits is simple. It's all an expenditure. We give for the sake of giving. We do not keep score."
  • "I have so much belief that if we keep saying the bad ones, the good ones will come to the top."
  • "The more you congratulate others, the more they'll end up congratulating you."
  • "The best man is a woman, and it's her right there."
  • "Limitations are what created limitless belief."
  • "I want to be able to solve problems that people say can't be solved."
  • "We must step out of the Tyranny of the or and step into the genius of the and."
  • "Just go out there and congratulate some people today."

10 Key Takeaways:

  • The Test of Truth Tellers: Why surrounding yourself with an executive team and community that pressure-tests your ideas is infinitely better than building an inner circle of enablers.
  • Eight is the Gate: Understanding the tactical benefit of keeping meetings and task forces to eight people or less so that everyone has an active voice and a seat at the table.
  • The Transition from Analog to Digital: How leveraging a software engineering background allowed Philip to modernize a global data platform away from fax machines and phone calls.
  • Dismantling Structural Silos: The strict rule that task forces must pull from multiple departments—such as research, engineering, sales, and finance—to achieve true cross-pollination.
  • The "Tuesday Talks" Framework: Cultivating a transparent culture through monthly, small-group touchpoints that openly address what's working, what's failing, and high-level strategy.
  • Grit on the Factory Floor: Reclaiming the narrative of hard work by looking to foundational role models, including Philip's mother breaking barriers in military transit and heavy manufacturing.
  • The Tyranny of the OR vs. The Genius of the AND: Learning that world-class leadership requires balancing binary traits, integrating logical business goals with emotional human connections.
  • Failing Fast with Guidance: Why moving forward and making quick mistakes under strong mentorship is a better vehicle for success than remaining frozen by the fear of limits.
  • The Core Value of Peer Review: Recognizing that even in an automated, AI-driven environment, verified human connection and peer-reviewed credibility remain irreplaceable.
  • Mudita and Pro-Social Gratitude: Shifting away from keeping score to actively finding joy in the achievements of others, which ultimately drives collective organizational momentum.

About our Guest:

Phillip Greer is the CEO of Best Lawyers, the oldest and most respected peer-review resource for top talent in the legal profession. He has driven the company's continual evolution since joining in 2005, originally as a software engineer. By tapping into his engineering background, he built the company's first content management system and led the transition, in his own words, "from analog to digital." He was named President in 2013 and CEO in 2018.

Under Phil's leadership, Best Lawyers has solidified its reputation as a market leader and innovator, processing millions of peer-review votes each year and powering rankings that are syndicated by partner publications including the New York Times, the Wall Street Journal, Handelsblatt in Germany, and the Australian Financial Review. He has led international expansion strategies that bring Best Lawyers recognition to attorneys and firms in markets including the United States, Canada, Australia, Spain, and Germany.

Phil is a graduate of Augusta University and is based in North Augusta, South Carolina. A lifelong musician, he writes and performs music with his family (most recently with his daughter) and is a frequent supporter of his son's musical theater and dance productions. His perspective on leadership and disruption has been featured in Authority Magazine's "Meet The Disruptors" series and on Gina Rubel's "On Record PR" podcast, where his episode was the #1 downloaded of 2023.


Chris Schembra, known as the "Gratitude Guru" by USA Today and a columnist for Rolling Stone, hosts Gratitude Through Hard Times. For nearly a decade, he has traveled the globe facilitating meaningful human connection, work that extends directly from his #1 Wall Street Journal bestselling book of the same name. In this podcast, he moves beyond simple self-help platitudes, creating a space where ancient Stoic wisdom meets contemporary neuroscience and psychology. Each episode is a practical exploration of how to find genuine appreciation and resilience not in spite of difficulty, but because of it. Schembra acts as both guide and fellow traveler, using his experience as a dinner host and facilitator to frame profound questions and share conversations that dissect the mechanics of fulfillment. Listeners will hear a blend of personal narrative, philosophical insight, and actionable science, all aimed at reframing life's inevitable challenges. This isn't about blind optimism; it's about building a durable, grounded perspective that serves in both business and personal relationships, in moments of entrepreneurial stress and cultural shifts. The Gratitude Through Hard Times podcast provides a thoughtful, evidence-based toolkit for anyone seeking to cultivate a deeper sense of purpose and connection in a complex world, proving that gratitude is a skill forged precisely when it feels most out of reach.
Author: Language: English Episodes: 50

Gratitude Through Hard Times
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