Molly Tschang's Say It Skillfully® is a show that helps you benefit from Molly's guidance on the best possible ways to speak your mind at work in a positive and productive manner. She helps everyone from CEOs to interns to recognize that we are all both part of the problem as well as the solution, and that the path to solving any problem is to say what needs to be said. Molly is a rare breed: tough enough to advise CEOs and company boards, but empathetic enough to understand the human costs of not allowing talent to shine. She has helped dozens of management teams navigate the human after-effects of mergers and acquisitions, and her show brings her expert guidance to a wider audience.
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Molly Tschang's Say It Skillfully® is a show that helps you benefit from Molly's guidance on the best possible ways to speak your mind at work in a positive and productive manner. She helps everyone from CEOs to interns to recognize that we are all both part of the problem as well as the solution, and that the path to solving any problem is to say what needs to be said. Molly is a rare breed: tough enough to advise CEOs and company boards, but empathetic enough to understand the human costs of not allowing talent to shine. She has helped dozens of management teams navigate the human after-effects of mergers and acquisitions, and her show brings her expert guidance to a wider audience.
223 Say It Skillfully® – Fearless Tennis & the Mental Game with Jeff Greenwald
Say It Skillfully®
49 minutes 37 seconds
1 month ago
223 Say It Skillfully® – Fearless Tennis & the Mental Game with Jeff Greenwald
In this inspiring episode, Molly welcomes Jeff Greenwald — world-class coach, bestselling author, and founder of Fearless Tennis and Mental Edge Sports. Jeff shares his remarkable journey from rising junior player at the legendary IMG Academy to competing on the pro tour, and ultimately transforming setbacks into a career helping athletes master the mental side of performance.
00:00 – Intro: The Mental Game of Tennis
Molly introduces Jeff Greenwald, bestselling author, world-class coach, and founder of Fearless Tennis and Mental Edge Sports, framing the conversation around performance, mindset, and authenticity.
01:16 – Jeff’s Early Journey
Jeff shares how he fell in love with tennis, from choosing the sport at age 12 to training at IMG Academy and playing on the pro tour.
03:40 – Struggles on the Court
Jeff opens up about being a hothead, battling frustration, and learning hard lessons after being suspended from competition — experiences that planted the seeds for his later work.
05:27 – Discovering Sports Psychology
How reflection, journaling, and a deep curiosity about mind-body connection shifted Jeff’s approach to competition and eventually led him to sports psychology.
10:03 – Family Influence & Choosing Tennis
Jeff reflects on his family’s role in shaping his drive, resilience, and perfectionism, and why he chose tennis over team sports.
13:09 – Life at the Academy
Stories from his intense training days, the pressures of competition, and the early lessons about discipline and self-reliance.
17:14 – Contemplating Quitting the Tour
Jeff recalls moments of burnout, the challenges of constant travel, and how curiosity ultimately pulled him toward coaching and psychology.
20:03 – Coaching in Germany & A Defining Match
How his time coaching abroad — and one match where he dropped fully into the “zone” — revealed new possibilities and sparked his shift into mindset training.
23:12 – Building Fearless Tennis & Mental Edge Sports
Jeff describes the evolution of his work, blending his personal experience with research to help athletes of all ages trust themselves under pressure.
26:43 – Playing Loose & Finding Perspective
Practical insights on setting match intentions, letting go of perfectionism, and why gratitude and perspective are as important as technique.
33:16 – Handling Pressure & Negative Thoughts
Jeff shares how even sports psychologists face nerves — and the tools he uses to reset and refocus in high-stakes matches.
34:42 – Writing The Mental Edge for Young Athletes
Why Jeff wrote his latest book, how it helps kids, parents, and coaches, and his belief that sports can be a powerful teacher for life.
39:10 – Parenting Lessons from Sports
Candid stories about guiding his own children through sports and the balance between supporting and over-coaching.
44:07 – Reflections & Accomplishments
Jeff shares his biggest “do over,” his proudest achievements, and the importance of curiosity and authenticity in his ongoing journey.
46:23 – Closing Thoughts
Molly and Jeff wrap up, reflecting on the energy of the conversation and the message of embracing the process, authenticity, and “incremental becoming exponential.”
Jeff opens up about his own struggles with frustration and self-doubt, and how reflection, journaling, and psychology shaped his ability to play with freedom under pressure. He discusses the importance of perspective, gratitude, and resilience — lessons that extend far beyond the court. Molly and Jeff also dive into his latest book, The Mental Edge for Young Athletes, offering practical tools for kids, parents, and coaches to navigate the challenges of competition while enjoying the journey.
Whether you’re an athlete, a parent, or simply striving for your personal best, Jeff’s insights on mindset, curiosity, and “incremental becoming exponential” will leave you inspired to embrace the process and show up authentically in every area of life.
Say It Skillfully®
Molly Tschang's Say It Skillfully® is a show that helps you benefit from Molly's guidance on the best possible ways to speak your mind at work in a positive and productive manner. She helps everyone from CEOs to interns to recognize that we are all both part of the problem as well as the solution, and that the path to solving any problem is to say what needs to be said. Molly is a rare breed: tough enough to advise CEOs and company boards, but empathetic enough to understand the human costs of not allowing talent to shine. She has helped dozens of management teams navigate the human after-effects of mergers and acquisitions, and her show brings her expert guidance to a wider audience.
