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