230 Say It Skillfully® – Sandy Ogg - A Curveball Journey to Leading with Impact cover art

230 Say It Skillfully® – Sandy Ogg - A Curveball Journey to Leading with Impact

230 Say It Skillfully® – Sandy Ogg - A Curveball Journey to Leading with Impact

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In episode 230 of Say It Skillfully®, Molly welcomes back Sandy Ogg, CEO of Curve Sports and founder of CEO.works, for an inspiring conversation about baseball, leadership, and creating opportunity for others. Sandy shares how sports shaped his life from childhood through college, teaching lessons in teamwork, perspective, resilience, and character. He also reflects on how that lifelong connection to baseball evolved into a larger mission: helping underserved young athletes access pathways to education, growth, and opportunity. From stories of youth teams and scholar athletes to reflections on leadership, privilege, AI, and the uniquely human skills that cannot be replaced, Sandy offers a powerful reminder that success is not just about winning games — it’s about helping others discover what is possible. A heartfelt conversation on purpose, impact, and using the gifts we’ve been given to give back. Chapters 00:00 Introduction: Sandy Ogg’s Leadership and Baseball Journey 02:41 Where Sandy’s Love of Baseball Began 04:22 Baseball, Family, and the Coast Guard Academy 06:42 Lessons from Youth Sports and His Father 08:08 Learning Context Beyond Winning 11:16 Coaches, Leadership, and Team Development 13:43 Recognizing an Uneven Playing Field 16:18 Building a Team with Access and Opportunity 17:49 Scholar Athletes, Grades, and College Jerseys 20:33 Life Lessons Beyond the Field 22:05 The Parent-Coach-Athlete Triangle 24:40 Defining What Winning Really Means 26:06 Gratitude, College Jerseys, and a Doorstep Moment 27:59 Realizing the Gift Was Also for Him 30:16 Giving Back to the Sport That Gave So Much 30:50 Curve Sports Foundation and Scaling Impact 33:29 How Others Can Help Young Scholar Athletes 34:35 Scholar Athletes as a National Treasure 36:24 AI, Human Skills, and What Cannot Be Replaced 38:14 Personal Side: Trumpet, Introversion, and Creative Tinkering 42:16 Favorite Food and Childhood Memories 42:59 Top Takeaway: Learn What AI Can’t Replace 45:04 Reflecting on the Conversation 46:24 Molly’s Closing Reflection
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