Theodore Roosevelt’s Personal WWI Letters Give A Glimpse Into His Deep Grief

By Media Feed | Published

Theodore Roosevelt was a huge supporter of the United States’ entry into the conflict of World War I. Little did the former president know, but the four-year-long war would result in a devastating loss for his family.

A personal letter sent by Roosevelt to H.L. Freeland, a complete stranger, gives an intimate look into his sorrow.

Theodore Roosevelt Was The 26th President Of The USA

President Theodore Roosevelt
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The president of the United States from 1901-1909, many believe Theodore Roosevelt was one of the best the country has ever seen. He was a driving force for both the Progressive and anti-trust policies.

But he was much more than a political figurehead. He was also a loving family man.

Roosevelt Was A Sick Child

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Born in 1858, Roosevelt was lucky to make it out of infancy. He was born with a slew of health issues, including debilitating asthma. Even so, Roosevelt never let the illness slow him down.

He was characterized as brave, with a robust cowboy personality that knew no bounds in every aspect of life.

Roosevelt Was Interested In Biology And Nature

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His energetic and charismatic personality transferred over to education, too. Since he was homeschooled, Roosevelt was keen to get his hands on as much knowledge as possible. As a result, he attended Harvard College gaining a keen interest in biology.

Interestingly, attending the prestigious school did not throw Roosevelt into a political career right away. Instead, he was an accomplished naturalist and historian who published the book The Naval War of 1812.

Harvard Wasn’t For Him

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Roosevelt did not even necessarily care for Harvard. In his biography, Theodore Roosevelt, writer Henry Pringle states, “Roosevelt, attempting to analyze his college career and weigh the benefits he had received, felt that he had obtained little from Harvard.

“He had been depressed by the formalistic treatment of many subjects, by the rigidity, the attention to minutiae that were important in themselves, but which somehow were never linked up with the whole.”

He Was Going To Be A Historian

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The novel he penned while attending Harvard was well-received. At the time, it seemed as though Roosevelt had a future as a prominent historian. He even married socialite Alice Hathaway Lee in 1880.

Roosevelt’s life was moving along just fine. Then, he decided to do something a bit different with his career.

1882: Roosevelt’s First Year Of Politics

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Not long after marrying Alice, Roosevelt decided to get into politics. In 1882, he joined the New York State Assembly, mainly dealing with corporate corruption in the state. In his new job, Roosevelt made a huge impact.

His political career almost stopped before it started, though. And it all had to do with the presidential race of 1884.

Lack Of Support Was An Issue

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While Roosevelt did not run for president that year, he had a very strong opinion on who should and should not have run. When it came down to it, James G. Blaine won the Republican nomination.

Roosevelt made it very clear that he did not support the decision and would prefer to see a Democrat in the White House.

Roosevelt Was Alienated From The GOP

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Needless to say, Roosevelt’s thoughts on the matter didn’t go over well with the Republican Party. Alienating himself from the rest of the GOP, Roosevelt decided to take a break from not only politics but New York in general.

He packed his and his wife’s bags and moved them from New York to North Dakota.

Tragedy Began To Strike

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What was supposed to be a relaxing life in the country turned into anything but. In 1884, Roosevelt experienced a great deal of loss. First, his mother passed away from typhoid. Then, after giving birth to their first daughter, Alice, Roosevelt’s wife, passed away.

While the birth went smoothly, doctors noticed the new mom’s kidneys were failing.

The Light Let Roosevelt’s Life

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A few days after the doctors noticed Alice had kidney failure, the young mom passed away at 22 years old. Roosevelt was heartbroken. Not only did he lose his mother, but he lost his wife only hours later.

Rumor has it that in his diary, Roosevelt marked February 14, 1884, with a giant “X,” penning underneath it, “The light has gone out of my life.”

He Dove Back Into Politics

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Losing both his mother and wife did not slow Roosevelt down, though. It actually breathed new life into his political career. He wanted to make sure more power was not given to the New York Mayor, hypothetically resulting in less corruption throughout the city.

Little did Roosevelt know that he was about to be nominated for that very position in 1886.

Another Woman Came Into The Picture

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That year was a whirlwind for Roosevelt. While he did not win his bid for the New York mayor’s office, he did wind up falling in love with an old friend. Edith Kermit Carow was a childhood friend and neighbor.

Many historians believe the two had a relationship growing up but fizzled away when Roosevelt left for Harvard.

He Raised Six Children

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Roosevelt’s first wife, Alice Lee, passed away in 1884, shortly after giving birth to their youngest daughter, Alice. The soon-to-be president wound up remarrying a few years later to a childhood friend and neighbor, Edith Carow.

Together, they raised Alice and had five more children, Ethel, Theodore, Kermit, Quentin, and Archibald.

Roosevelt Became The Assistant Secretary Of The Navy

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Not knowing the war was going to be the cause of one of the greatest sorrows in his life, Roosevelt made sure his political career was ground in the military. First, he became the Assistant Secretary of the Navy.

He stepped down from the position to fight alongside his fellow countrymen in the Spanish-American War.

Next, He Fought In The Spanish-American War

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Many people think he made a mistake in his political career by stepping down from the Assistant Secretary position. But after he helped the United States win the Spanish-American War, he was considered a national hero.

After returning from war, it was not long before he found himself back in New York politics.

The Republican Party Asked Him To Run For Governor

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In 1898, Roosevelt and his family were back in New York and, that year, the Republican Party asked the war hero to run for governor. It was the perfect move back into politics, so Roosevelt happily ran.

He wound up winning by a slim margin. But, he won the race nonetheless.

Vice Presidency Wasn’t Far Behind

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Becoming governor was educational for Roosevelt, as he learned about the numerous issues in the country, including the economic strain and ways to ultimately fix it.

It only took about a year for the republic Party to come back to Roosevelt with another offer — to run alongside William McKinley as his Vice President.

It Took Some Time To Change His Mind

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Initially, Roosevelt turned down the offer. It was too much too soon for someone who was, for all intents and purposes, just starting their political career. A trip to the 1900 Republican National Convention changed his mind, though.

Roosevelt said he’d run alongside McKinley if the majority of men at the convention chose him to be the running partner.

Within Six Months, Roosevelt Went From VP To President

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The Republicans wanted nothing more than for Roosevelt to be on the ticket. As it turned out, the party was on to something. Having Roosevelt’s name on the ticket greatly helped McKinley secure the presidency.

Sadly, McKinley was assassinated in 1901. Within six months, Roosevelt went from the Vice President to President of the United States.

All Four Sons Fought In World War I

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Even though Roosevelt was no longer in office by the time World War I began, he openly supported the United States’ efforts. He was even proud to say all four of his sons signed up to join the military.

While Archibald, Kermit, and Theodore joined the Army, Quentin decided to join the Army Air Corps (later known as the Air Force).

Quentin Followed In His Father’s Footsteps

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Although when holding the title of POTUS, Roosevelt was still a family man, and was always there for his kids, especially his youngest son, Quentin. Born with health issues and rebellious nature, Quentin followed in his father’s footsteps and attended Harvard.

When America joined World War I, Quentin joined the U.S. Air Corps as a pilot.

Roosevelt’s Son Wanted To Be On The Front Lines

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Roosevelt was extremely proud of Quentin for joining the U.S. Air Corps. They wrote to one another as often as possible. For Quentin, though, things were moving along too slowly.

In one letter, he wrote, “I owe it to the family – to father, and especially to Arch and Ted who are out there already and facing the dangers of it.”

He Exchanged Letters With His Sons

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Roosevelt was proud of his four sons joining in the fight. He even kept in touch with them through letters.

While fighting on the front lines, Quentin made it a point to keep his family lineage quiet. His father had an effect on people.

Quentin Got His Wish

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Quentin wanted to be on the front lines, and, in June 1918, the youngest Roosevelt finally got his chance.

Hearing the news of his placement, Quentin wrote home, saying, “I am now a member of the 95th Aero Squadron, 1st Pursuit Group. I’m on the front – cheers, oh cheers – and I’m very happy.” But it wasn’t going to be a happy ending.

Quentin’s Plane Was Fatally Shot Down

Theodore Roosevelt
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At first, Quentin was doing well on the front, shooting down enemy planes and doing his job. A month after arriving at the front, Quentin’s plane was trapped by German pilots, and he was fatally wounded.

Letters arrived at Roosevelt’s home from all over the world, offering the family condolences. But the former president could only bring himself to answer one.

H.L. Freeland Got A Response

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A woman named H.L. Freeland sent a letter that touched both Roosevelt and his wife Edith’s hearts. So, he decided to write back. It took a long time for him to pen the letter, finally finishing on the one-month anniversary of Quentin’s death.

He wrote, “[her letters] have so singular a quality that I do not mind writing you of the intimate things which one cannot speak of to strangers.”

Roosevelt Began To Explain Their Heartache

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Roosevelt explained Edith’s grief, saying, “Quentin was her baby. On the night before he sailed, a year ago, [Edith] did as she always had done and went upstairs to tuck him into bed – the huge, laughing, gentle-hearted boy.”

He explained how Quentin had written to them and how excited he was to begin his adventure on the front line.

Quentin’s fiancée Was Grief-Stricken

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Roosevelt continued in the letter, discussing Quentin and saying, “He was engaged to a very beautiful girl, of very fine and high character.”

“It is heartbreaking for her, as well as for his mother. But they have both said that they would rather have him never come back than never have gone.”

Roosevelt Never Got Over His Son’s Death

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The letter concluded, saying, “[Quentin] had his crowded hour, he died at the crest of life, in the glory of the dawn.” He even invited the stranger to his family home in New York while asking if her husband had gone to war, too.

As it would turn out, Quentin’s death is something Roosevelt never truly got over. As author Eric Burns stated in his novel The Golden Land, “For Quentin’s death was not just another loss – it was the loss.”