Meet
Raymond Kiddy
More Than A Coach and A Witness To Strength
Raymond Kiddy has spent a lifetime leading from the sidelines, but what he’s learned has gone far beyond the field. A longtime coach, educator, and mentor, Ray is known not just for building teams but for being a steady presence when life throws its hardest challenges. His memoir, A Road No One Traveled – Side Effects of Coaching, invites readers into the most emotional, unexpected, and life-defining season of his coaching career. It’s not just about sports, it’s about grief, growth, and the powerful impact of simply showing up.

About the Author
Raymond Kiddy
Raymond Kiddy is a Maryland native, educator, and veteran coach with over four decades of experience in youth athletics and school leadership. From sandlot football games in his backyard to developing varsity programs at Bishop Walsh School, Ray has always been driven by a deep belief in the power of mentorship and community. Throughout his career, he has served not only as a coach but as a headmaster, guidance counsellor, and steady anchor for generations of students and athletes. His leadership style is rooted in presence, empathy, and a fierce commitment to walking beside young people in their hardest moments—not just their victories.

Our Books

About the Book
A Road No One Traveled
In A Road No One Traveled – Side Effects of Coaching, Raymond Kiddy recounts the most emotionally challenging season of his life—a 2017 high school soccer season marked not by wins or losses, but by tragedy, grief, and the unshakable bond of a team forced to grow up too fast. When several players faced heartbreaking personal losses in a short span of time, Kiddy found himself navigating more than game strategies—he was helping his players survive the unimaginable.
Our Blogs

What High School Sports Don’t Prepare You ForFrom the pages of: A Road No One Traveled – Side Effects of Coaching
When people talk about high school sports, the conversation usually
July 24, 2025
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The Night They Played for HerInspired by the memoir: A Road No One Traveled – Side Effects of Coaching
It was more than just a soccer game. In fact,
July 24, 2025
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The Real Game Behind the GameBased on the memoir: A Road No One Traveled – Side Effects of Coaching
Let’s be honest, most of us think we know what
July 24, 2025
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From Backyard Games to Big Lessons — The Making of a Coach
Before Raymond Kiddy ever picked up a whistle or stood
July 29, 2025
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Not A Playbook, But A Wake-Up Call
Let’s set the record straight. This isn’t a sports book.
July 29, 2025
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The Girl in the Jersey Who Stood Up to SpeakInspired by the memoir: A Road No One Traveled – Side Effects of Coaching
There are moments in life that freeze time. They don’t
July 29, 2025
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