10/09/2026
It is with profound sadness and heavy hearts that the Bay Shore Redskins Drill Team announces the passing of Ex-Chief Harry “The Hat” Penny, our forever Captain of Captains.
There are legends in this sport, and then there was Harry Penny.
For generations, Harry was more than just a member of the Bay Shore Redskins. He was a leader, a mentor, a storyteller, and one of the most recognizable and respected figures in the history of Drill Team Racing
Harry’s passion for the Redskins and the sport of drill team racing was unmatched. Whether he was on the track, at a tournament, attending a meeting, or simply sharing stories and laughs with friends, Harry had a presence that could fill any room. His larger-than-life personality, unforgettable stories, and unwavering love for the Redskins made him truly one of a kind.
To so many, Harry was a friend. To generations of Redskins, he was family. His impact on our team and the sport we love will live on forever.
The Bay Shore Redskins was built by men like Harry Penny. His contributions, dedication, and legacy will forever be woven into the fabric of our team.
Our deepest condolences go out to John, Karen and the entire Penny family, along with everyone who had the privilege of knowing Harry.
Rest easy, Harry. Thank you for the memories, the laughs, the lessons, and a lifetime of dedication.
Forever our Captain of Captains. Forever a Redskin.
Harry “The Hat” Penny
Ex-Chief Captain of Captains Bay Shore Redskins past New York State President