The unconventional leadership of a Civil War general
1 Video View·Oct 21, 2026
Dan Sickles became a Union general during the Civil War.
Despite his total lack of experience,
he lost his leg at the Battle of Gettysburg
and donated it to the Army Medical Museum.
He also murdered a man in broad daylight.
And that's just the tip of the iceberg.
Today, we're going to talk about the wildest
general from the Civil War.
Dan Sickles was born to Susan Marsh and George Garrett
Sickles, a New York patent lawyer and politician,
in 1819, although Daniel would later
claim to have been born in 1825.
We'll get to that in a moment.
Sickles studied at what is now New York University
and followed in his father's footsteps,
passing the bar in 1846.
But his ambition soon turned towards politics.
And with the help of his close friends at Tammany Hall in 1847,
Sickles was elected to the New York State Assembly.
Sickles had known Teresa Bagioli for years.
He was a close friend of her family
and had even lived with them for a year
while preparing for college.
Of course, at that point, Teresa was only a baby.
But as the pedophiles say, love knows no age.
So despite the objections from both their families,
in the summer of 1852, Daniel Sickles and Teresa Bagioli
were wed.
He was 32.
She was, oh boy, 15.
Sickles apparently preferred people
to believe he was younger, hence the lying
about his birth year.
Yet despite her youth, or perhaps because of it,
Teresa was extremely well-received
within Washington society.
The Sickles hosted formal dinners every Thursday.
And by all accounts, Teresa was a warm and welcoming host.
She even became good friends with Mary Todd Lincoln,
the wife of Abraham Lincoln, with whom
she would often attend a séance.
While Sickles led his child bride
to believe they had a perfect marriage,
he was, in fact, sleeping with multiple other women,
including the notorious courtesan Fanny White,
whom he famously brought on a diplomatic mission instead
of his wife.
After years of neglect at the hands of her husband,
Teresa, then 21, began an affair of her own
with Philip Barton Key, a US district attorney,
and the son of Francis Scott Key,
the author of The Star-Spangled Banner.
After receiving a mysterious poison pen letter
detailing his wife's affair, Daniel Sickles
armed himself with three different pistols
and tracked down his wife's lover.
Key, you scoundrel, said Sickles.
You have dishonored my house.
You must die.
Then, in broad daylight, directly across
from the White House, Sickles shot the unarmed Key twice,
with one shot directed at his groin.
Well, that's sending a message.
Philip Barton Key died a few hours later,
and Sickles was booked for murder.
Daniel Sickles received so many visitors
that he was allowed the use of the head jailer's apartment
to greet all his guests.
This was not a common practice for prisoners,
but Daniel Sickles was no ordinary prisoner.
He was a US congressman, and despite the fact
that he had confessed to the murder,
Washington was on his side.
Several leading politicians jumped at the chance
to represent one of their own.
Among Sickles' legal dream team was Edwin M. Stanton,
who would later go on to become President Lincoln's
Secretary of War.
Sickles' lawyers put forth a novel defense,
temporary insanity.
They managed to get a former US senator
to describe Sickles' unnatural and unearthly sounds
moments before the murder.
But it wasn't all about Sickles' state of mind.
His team also followed the world's oldest legal playbook.
Unfortunately, it's still often used today,
blaming the victim.
It may be tragical to shed human blood,
said one of Sickles' seven lawyers,
but I will always maintain that there is no tragedy
about slaying the adulterer.
His transgression takes away the catcher of the occurrence.
The press was also on Sickles' side.
Harper's Magazine hailed him as a hero,
claiming the only thing Daniel Sickles was guilty of
was saving all the ladies of Washington
from this rogue named Key.
After 20 days of testimony, the jurors went into deliberation.
Not once in the history of the United States
had anyone before claimed innocence
by way of temporary insanity.
Nevertheless, seven of the jurors
were convinced that Sickles should go free.
But there were two religious jurors
who had moral qualms about letting
a murderer off the hook.
But after much prayer and debate,
the two holdouts relented, and Daniel Sickles
walked out of the courthouse to a hero's welcome.
Washington was elated.
So was the public and the press.
But the love affair didn't last long.
They turned on Sickles after he had the audacity
to publicly forgive his wife of her infidelity.
Sickles was expected to lose his next congressional race.
So rather than run, he decided to return to New York
to spend more time with his wife and family and mistresses.
Obviously, he wanted to spend more time with them as well.
Daniel Sickles left Congress at the dawn of the Civil War.
Back in New York, Sickles found a new way
to get into the good graces with his friends in Washington
by recruiting soldiers to fight for the Union.
Despite having no military service under his belt,
Sickles was an amazing recruiter.
He had so many men willing to fight under his leadership
that with the help of none other than Abraham Lincoln,
Daniel Sickles became a military officer.
Again, this was a man with literally no military experience
leading a large group of soldiers,
most of whom with as much experience as their leader.
What could possibly go wrong?
The Battle of Gettysburg was the bloodiest battle
of the Civil War.
It was also the decisive victory for the Union,
leading to the surrender of General Lee
and to the collapse of the Confederacy.
It was also the battle where a bumbling general
with no military experience thought he was smarter
than his superior, disobeyed direct orders,
got his men killed, his leg shot off,
and very nearly changed the course of history
for the worse.
General Daniel Sickles was ordered by his commander,
Major General George Meade, to hold his men of the Third Army
Corps at Little Round Top.
But Sickles was unhappy with this post
and wanted to move his soldiers to higher ground.
So disobeying direct orders, Sickles
marched his men a mile out to the peach orchard, which
was virtually indefensible, but did have a slightly higher
terrain.
General Meade had seen Sickles' movement,
as had all the other Union troops stationed at Gettysburg
awaiting the Confederates' arrival,
and called a meeting of the generals
to discuss Sickles and insubordination.
Sickles arrived at the meeting after it was already over,
and while Sickles offered to pull his corps back
to their original post, the Confederate army
attacked, completely decimating Sickles' men.
Sickles himself suffered a serious loss
when a cannonball struck his leg.
The leg was amputated that afternoon.
After the battle, Sickles insisted
on being transported back to Washington,
where he brought the first news of the great Union
and victory at Gettysburg to the White House.
He then embarked on a lifetime campaign
to paint himself as a war hero and launched a vicious attack
on the character of Major General Meade,
even going so far as to falsely state that Meade had
a secret plan to retreat.
A few historians have claimed that Sickles' ill-advised move
actually helped the Union by spreading
the Confederates' forces thin.
But most just think he was a jerk who almost handed
the war to the Confederacy.
Sickles had heard of a new directive from the Army Surgeon
General to collect and forward specimens of morbid anatomy
to the newly founded Army Medical Museum in Washington.
Having preserved the bones from his leg,
Sickles donated them to the museum
in a small coffin-shaped box.
Sickles reportedly used to visit the leg every year
on the anniversary of its amputation.
He would usually bring a date, because nothing
is more romantic than gazing through a thick pane of glass
and staring off into some well-preserved human remains.
If you would like to test this theory,
The leg in question
is still on display.
After the Civil War, Sickles returned to politics,
where he pursued Reconstruction on a basis of fair treatment
for African-Americans and respect
for the rights of employees.
He also halted foreclosures on properties
and barred the production of whiskey.
So he was complicated.
In 1869, Sickles was appointed as the US ambassador
to Mexico and Spain.
In Madrid, Sickles was rumored to have
had an affair with the deposed Queen Isabella II.
Four years after his wife Teresa's untimely death
from tuberculosis, Sickles married Carmina Cray, one
of Queen Isabella's attendants.
The presumably happy couple went on to have two children.
In addition to his record in the Civil War
and his temporary insanity defense,
Sickles is also remembered for helping create Central Park.
As he put it, Sickles set out to form a consulting committee
of 24 gentlemen, prominent in our municipal social life,
with whom I was in the habit of conferring upon all questions
of importance.
Led by Sickles, the committee selected the site
of Central Park and pushed for the current location
over a much smaller site in a different area.
The growing city needed a larger park, Sickles argued.
The choice also benefited Sickles himself.
He'd bought building lots near the new site,
which would skyrocket in value once the park opened.
Later, after Central Park had been built,
Sickles donated exotic animals to the Central Park Zoo
because it felt good to give back.
As head of the New York State Monuments Commission,
Sickles oversaw the process of building Civil War monuments
in New York.
Sickles held the position for the final two
decades of his life, until 1912 when
officials found $27,000 missing from the commission's funds.
Sickles was apprehended at the age of 93.
But once again, Sickles managed to avoid prison.
His supporters raised enough money
to pay back the misappropriated funds.
Two years later, he passed away.
He is buried at Arlington National Cemetery.
Before his death, Daniel Sickles was
awarded the Medal of Honor, something
for which he had personally lobbied for over 34 years.

