Living Legend: Reflections from a 101-year-old veteran  

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By Crystal Smith, Managing Editor 

On Oct. 26th, a special event was hosted by various organizations on campus to shed light on the experiences of the veterans in our community. These organizations include the Caribbean Student Association, the Department of Social Sciences, the Alpha Kappa Delta International Sociology Honor Society, and the Office of Military Affairs. 

“The Caribbean Student Association partnered with the Office of Military Affairs on this event because we believe that it would be a great opportunity to educate students on what life was like during the war for the soldiers that fought for this country,” said Leonardo Kelly, a junior majoring in business management and president of the Caribbean Student Association.

Mr. Caldwood, although still 101 years old, keeps up with a tight-knit workout routine and prides himself on being healthy at such a wise age! (Photo as taken by Crystal Smith)

In the tapestry of history, there are individuals whose lives become woven into the very fabric of their nation’s story. One such remarkable figure is Roy Caldwood, a distinguished veteran who has not only witnessed the evolution of the 20th and 21st centuries but has actively contributed to it. 

Caldwood served in Italy during World War II as a member of the renowned Buffalo Soldiers, specifically the 92nd Infantry Division of the U.S. Army, named after the 19th-century African American cavalrymen. Caldwood is a U.S. Army Bronze Star recipient and the author of the memoir “Making the Right Moves: Rikers Island & NYC Corrections.” 

Caldwood’s World War II Experience 

At 101 years old, Caldwood’s life stands as a testament to resilience, dedication, and an unwavering commitment to service. During the event, Caldwood was interviewed by Dr. Janis Prince. When asked about his experience in World War II, he stated, “The war shaped me into the person I am today. I mean, look at me – I’m a rebel.”

To illustrate his dedication to the mission he was assigned, Caldwood recalled an occasion when he substituted for ailing soldiers and engaged in combat in their place. According to this inspirational soldier, his wartime experiences weren’t solely about battles, illnesses, and fighting.

He also shared that on numerous occasions, his mother sent him what we now refer to as care packages. Additionally, he recounted the times when he hosted weddings, dinners, and even bought cakes for fellow soldiers on special occasions.

Purple Heart Stretch  

As the event progressed, Caldwood reflected on his experience with The Purple Heart Stretch. He recounted his experience as a challenge, but something that has shaped him into the fearless leader that he has grown to be. He fought against Germans who made it their life’s mission to fight until the end. On the right side of things, they eventually realized that Caldwood and his team weren’t out for blood, but they were there in the name of humanitarianism.

Moreover, Caldwood is no stranger to adversity, discrimination, and selfless sacrifice. He and many other veterans during his time fought the good fight for inclusion and the end of segregation. Thanks to this noble man and many others who endured segregation, people of color can now enjoy the same quality of life as those who are not.

Roy Caldwood hasn’t only made an appearance to speak to the Saint Leo campus but also to radio stations such as Fox 13 Tampa Bay. (Photo was taken by Crystal Smith)
Mr. Caldwood is the author of memoir “Making the Right Moves: Rikers Island & NYC Corrections.” (Photo was taken by Crystal Smith)

A Living Testament to History  

Roy Caldwood’s story is more than just a personal narrative; it is a living testament to the history he has witnessed and the values he embodies. His legacy serves as a reminder of the sacrifices made by veterans and the enduring impact they have on their communities and their nation.

“My biggest takeaway from this event is the fact that there are many soldiers just like Mr. Caldwood that made numerous selfless sacrifices for the progression of the United States, and this alone speaks to their value as a person in my opinion,” said Saniya Armbrister, a junior majoring in business accounting.

Dr. Heather Parker, dean of the College of Arts, Sciences, and Allied Services, spoke great words about Mr. Caldwood and in honor of his legacy she created a trophy for him. (Photo was taken by Crystal Smith)
Mr. Caldwood is ecstatic to continue to share his experiences during World War II. (Photo by was taken Leonardo Kelly)

Within the rich historical fabric of a nation, individuals like Roy Caldwood stand as living bridges between the past and the future. His life, marked by service, dedication, and a commitment to the community, serves as an inspiration for generations to come. As we honor the remarkable journey of this centenarian veteran, we are reminded that the legacy of service never fades but continues to illuminate the path forward. 

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The Lions' Pride is a student-run news organization dedicated to sharing the voice of our Saint Leo community. Our mission is to uphold the Benedictine values, support First Amendment rights, and provide informative and thought-provoking journalism without fear of interference or reprisal.

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