Military

Why it Was a Bad Idea for Army Officers to Complain to President Teddy Roosevelt

July 21, 2020We Are The Mighty
Coffee or Die Photo

This article was originally published July 18, 2020, on We Are The Mighty


By Blake Stilwell


Without a doubt, the most athletic President had to be Theodore Roosevelt. An avid boxer, wrestler, runner, and lover of all things outdoors, America’s 26th President never seemed to reach his peak performance. One might think his subordinates in the United States Army would have realized this before they complained to the Commander-In-Chief. Lesson learned.


And that lesson is Teddy Roosevelt will embarrass you.



Roosevelt remains – to this day – the pinnacle of red-blooded American manliness. This gravel-chewing stone-cold badass never met a challenge he wasn’t willing to put in a headlock and pummel with the sheer force of his iron will. He wasn’t just comfortable with a sustained level of violence in his daily life, this man thrived on it. And he expected no less from those who served him, especially in the United States military. This is the man who volunteered to serve, raised his own regiment, and then earned the Medal of Honor on his first deployment.


Roosevelt knew his way around a horse. Wikimedia Commons photo

There was pretty much nothing TR couldn’t do. So why on earth would anyone in the U.S. military complain to the athlete-in-chief about how hard their life is? One cavalry officer discovered this bad idea personally.


It seems the officer complained to the President about having to ride 100 miles in three days. President Roosevelt, who instituted mandatory physical training for the United States Armed Forces during his Presidency scoffed at the idea. Soldiers and sailors were, for the first time, required to maintain a baseline level of fitness. Still, the Army officer objected to the level of riding he and his men were forced to endure. In response, the then 51-year-old President saw the complaint as a challenge.


He sought to show the Army that not only was it possible to do in three days, but that three days was more than enough time – and he was going to do it personally. If a 51-year-old man who wasn’t training every day could do it, then surely the U.S. Army who is training could do it.


Not only did Roosevelt ride that 100 miles as President, he did it in a single day. The President rode along with his military aide Archie Butt and his physician to the Virginia town of Warrenton. There, Roosevelt gave a speech at the Warren Green Hotel and shook hands with everyone who came out to listen. He had a quick lunch before he and his riding companions headed back to Washington, where they finished their ride in a snowstorm.


And that’s why you don’t complain to Teddy Roosevelt.




We Are The Mighty
We Are The Mighty

We Are The Mighty is a veteran-led digital publisher and Emmy-award-winning media agency servicing brands with video production, marketing, advertising, and consulting services to engage with the military community. In addition to our digital publisher, we also run the Military Influencer Conference, the largest in-person event servicing our military community. WATM is owned by Recurrent Ventures and is a GSA approved vendor.


More from Coffee or Die Magazine
Coffee Or Die Photo
From the Team Room to Team Room Design: An Operator’s Creative Journey

BRCC partners with Team Room Design for an exclusive T-shirt release!

Coffee Or Die Photo
Get Your Viking On: The Exclusive 30 Sec Out BRCC Shirt Club Design

Thirty Seconds Out has partnered with BRCC for an exclusive shirt design invoking the God of Winter.

Grizzly Forge BRCC shirt
Limited Edition: Grizzly Forge Blades on an Awesome BRCC Shirt

Lucas O'Hara of Grizzly Forge has teamed up with BRCC for a badass, exclusive Shirt Club T-shirt design featuring his most popular knife and tiomahawk.

BRCC Limited Edition Josh Raulerson Blackbeard Skull Shirt
From Naval Service to Creative Canvas: BRCC Veteran Artist Josh Raulerson

Coffee or Die sits down with one of the graphic designers behind Black Rifle Coffee's signature look and vibe.

Medal of Honor is held up.
Biden Will Award Medal of Honor to Army Helicopter Pilot Who Rescued Soldiers in Vietnam Firefight

Biden will award the Medal of Honor to a Vietnam War Army helicopter pilot who risked his life to save a reconnaissance team from almost certain death.

dear jack mandaville
Dear Jack: Which Historic Battle Would You Want To Witness?

Ever wonder how much Jack Mandaville would f*ck sh*t up if he went back in time? The American Revolution didn't even see him coming.

west point time capsule
West Point Time Capsule Yields Centuries-Old Coins

A nearly 200-year-old West Point time capsule that at first appeared to yield little more than dust contains hidden treasure, the US Military Academy said.

  • About Us
  • Privacy Policy
  • Careers
Contact Us
Contact Us
© 2024 Coffee or Die Magazine. All Rights Reserved