1

Youngest president to assume office

Theodore Roosevelt became president at 42 years, 322 days old, making him the youngest to hold the office

Although John F. Kennedy remains the youngest elected (at 43 years old), Roosevelt was the youngest on the day of his ascension in 1901, which followed the assassination of President William McKinley.

2

First to receive a secret service code name

Harry S. Truman, who served from 1945 to 1953, was the first president to be given a Secret Service code name. His code name was "General," and from then on, presidents, their families, and senior staff were all assigned aliases for security.

For example, John F. Kennedy became "Lancer," Dwight Eisenhower was "Providence," and Ronald Reagan (a "Hollywood cowboy") was "Rawhide."

3

Most dogs in the White House

Franklin D. Roosevelt holds the record for the most dogs residing in the White House during a presidency, keeping 11 over his 12 years and one month in office. While his Scottish Terrier, Fala, became a national celebrity, he was hardly the only one.

He also had two red setters, a bullmastiff, a retriever, a bulldog, a Llewellin Setter, a terrier, a Great Dane, a sheepdog, and a German Shepherd.

4

Most handshakes in a single day by a head of state

On January 1, 1907, Theodore Roosevelt reportedly gave 8,513 handshakes in one day at a White House function, claimed to be the most by a head of state. Who would keep count?

This surely reflected Roosevelt’s populist, outgoing personality and the era’s emphasis on personal touch. Such physical engagement would be virtually impossible today with modern security protocols.

5

The oldest president ever elected

Joe Biden was 78 years and 61 days old when inaugurated on January 20, 2021, which made him the oldest person ever elected to the U.S. presidency at the time. On that date, he surpassed the prior record held by Donald Trump, who was 70 at his inauguration.

The plot twist was that, in 2025, Donald Trump once again recovered the title. When he took office for his second nonconsecutive term, he was 78 years and 7 months old.

6

Elected for four terms

Franklin D. Roosevelt is the only U.S. president to be elected to four terms and stay in office from 1933 to 1945, a total of almost 12 years. He led the nation through both the Great Depression and much of World War II. His unprecedented term length prompted the 22nd Amendment, which now limits presidents to two terms.

7

Largest presidential entourage

President Bill Clinton traveled to China in June 1998 with what Guinness World Records logged as the largest presidential entourage ever: 1,200 people. The logistics included Secret Service agents, military personnel, senior delegates, reporters, White House TV crews, all assorted in vans, limousines, and even aircraft.

8

First African-American U.S. President

Barack Obama holds the historic record as the first African-American president of the United States, inaugurated in 2009.

His election represented a pivotal moment in American racial history and identity. Obama’s presidency inspired discussions about diversity, representation, and societal progress.

9

First president on the radio

Warren G. Harding became the first president to deliver a radio address, marking a revolutionary shift in presidential communication in 1922, during the Lincoln Memorial dedication.

This milestone transformed how leaders reached the public: technology now made it possible for their voices to be heard inside people’s own homes.

10

Longest presidential diaries

Many presidents, from George Washington to Joe Biden, have kept personal diaries, offering raw insight into their minds, decisions, and even moods. But John Quincy Adams kept the longest one: a 15,000-page record, including candid habits like skinny-dipping.

11

Most "Time Person of the Year" titles (male)

Franklin D. Roosevelt earned three "Time Person of the Year" titles (in 1932, 1934, and 1941) more than any other male in history. He presided over both the Great Depression and World War II, becoming a dominant public figure, which earned him those recognitions. These awards reflected his central role in shaping national and global events over more than a decade.

1

A 13-year-old designed Alaska’s flag

In 1927, while Alaska was still a U.S. territory, officials launched a contest inviting school kids to design territorial flags. Among the 140 entries that arrived in Juneau containing polar bears, mining scenes, or territorial seals, was the design of 13-year-old Benny Benson , an Alaskan Native Aleut.

The design featured eight gold stars against a deep blue field. Seven stars formed the Big Dipper, symbolizing strength through the Great Bear constellation, while the North Star represented Alaska’s future as the northernmost state in the Union. Benson also explained that the blue background honored both the sky and the state flower, the forget-me-not. His design was unanimously selected and officially adopted by the territorial legislature in May 1927, and Benson received a gold watch engraved with the flag and a $1,000 scholarship award.

2

Washington went green and presidential

When Washington officially adopted its state flag in 1923, the Legislature made a choice unlike any other state in the country. Instead of following the usual red, white, and blue pattern, they chose a deep green background to reflect the state’s nickname , "The Evergreen State," a reference to its dense forests and year-round greenery. At the center, they placed the state seal featuring George Washington, the first president of the U.S.

The portrait itself was based on a famous painting by Gilbert Stuart, an American artist known for some of the best images of Washington. The portrait represents patriotism and identity. To this day, Washington remains the only U.S. state flag with a green field and the only one to feature an American president’s face.

3

Ohio ditched the rectangle

Ohio may have joined the Union in 1803, but for nearly a century, the state had no official flag of its own. But it began turning heads the moment it was introduced in 1902.

Designed by architect John Eisenmann for the Pan-American Exposition in Buffalo, New York, the flag broke one of the oldest traditions in vexillology. Instead of a rectangle, Eisenmann created a burgee, a swallowtail pennant shape more commonly used by naval organizations and cavalry units. Its red and white stripes represent roads and waterways, while the blue triangular field symbolizes Ohio’s hills and valleys. The white "O" stands for both Ohio and the buckeye nut, and the 17 stars honor Ohio as the seventeenth state admitted to the Union.

4

Maryland flew in from the Middle Ages

The story behind Maryland’s flag reaches back to English nobility, long before the U.S. existed. Its design comes from the coats of arms of the Calvert and Crossland families , connected to George Calvert, the first Lord Baltimore, whose family founded the Maryland colony in 1632 under a charter granted by King Charles I. The black and gold pattern belonged to the Calvert family, while the red and white cross belonged to the Crossland family through Calvert’s mother, Alicia Crossland.

During the Civil War, the colors gained powerful political meaning. Union supporters in Maryland often displayed the Calvert colors, while Confederate sympathizers adopted the Crossland pattern. Following the war, state leaders sought unity during Reconstruction, and by the 1880s, the two designs were combined into one banner. Maryland officially adopted the flag in 1904, turning former symbols of division into a lasting emblem of reconciliation.

5

California’s bear has a revolutionary past

California’s famous Bear Flag began during the Bear Flag Revolt of 1846, when American settlers in Sonoma rebelled against Mexican rule and declared California an independent republic. Their handmade banner featured a grizzly bear, a red star, and the words "California Republic."

The rebellion ended in less than a month after the U.S. forces took control during the American-Mexican War between 1846 and 1848, but the image remained a symbol of independence. The original flag was later destroyed in 1906 in the San Francisco earthquake, though copies had been preserved. It wasn’t until 1911 that lobbying from the historical society, Native Sons of the Golden West, made the legislature adopt the design as the official state flag.

6

Oregon’s two sides

When Oregon adopted its official state flag in 1925, it quietly created one of the rarest flags in the world. Unlike nearly every other state banner, Oregon’s flag features two completely different designs, one on each side.

The front displays the state seal in gold against a navy-blue background, surrounded by 33 stars representing Oregon’s admission as the thirty-third state in 1859. Beneath the shield appears the year of statehood, while symbols such as a covered wagon and an eagle reflect Oregon’s frontier history and connection to the United States. The reverse side tells a simpler story. There, a single gold beaver appears alone on the blue field. The beaver became Oregon’s state animal because the fur trade played a major role in the region’s early economy during the 1800s.

7

Hawaii still nods to the British

Hawaii’s state flag tells the story of a kingdom caught between powerful nations during the early 1800s. The British Union Jack placed in the corner dates back to the reign of King Kamehameha I, the ruler who united the Hawaiian Islands into a single kingdom.

Ever since the first British flag was raised in that territory in 1794, Hawaii used several variations of flags that blended British and American influences , partly to maintain good relations with both nations during the War of 1812. A combined design was created using the Union Jack alongside horizontal stripes inspired by the American flag. By 1845, the current design with eight stripes, representing the major islands, had been established. When Hawaii became a state in 1959, the historic flag remained unchanged.

8

Louisiana’s bleeding pelican

At first sight, Louisiana's choice of flag might seem a bit odd, but the meaning of its symbols carries centuries of meaning. The flag was adopted in 1912 and, at the center, stands a mother pelican feeding her chicks with drops of her own blood, an image taken from Christian traditions. According to legend, pelicans wound themselves during times of famine to keep their young alive. And even though the story is not scientifically accurate, the symbol stands for sacrifice, compassion, and protection. It also represents the bird-filled wetlands and Gulf Coast landscape that shaped the state’s identity.

Over time, different versions of the flag softened the dramatic image and even removed the drops of blood completely, but in 2010, Louisiana officially restored the traditional design and brought it back.

9

South Carolina’s flag is not standardized

South Carolina’s flag shows a white crescent shape above a palmetto tree, and its design was born during the first days of the American Revolution. In 1775, Colonel William Moultrie designed a simple blue banner with a white crescent based on the uniforms worn by local patriot soldiers defending Charleston Harbor. A year later, the fort’s walls of palmetto logs absorbed British cannon fire instead of shattering. The Unexpected victory turned the palmetto tree into a symbol of South Carolina’s resistance, and it was added to the flag.

As the years passed, different versions appeared across the state, especially during the Civil War, when many were painted by hand. South Carolina officially adopted the familiar flag in 1861, but there were never defined exact shapes or proportions. That is why even today, no two South Carolina flags look exactly alike.

10

New Mexico went bold and beautiful

New Mexico’s first flag looked much like many others of the time. Designed by historian Ralph Emerson Twitchell, it included the American flag, the state seal, and the words "New Mexico" stitched across a blue field. But in 1920, the Daughters of the American Revolution began pushing for a design that truly represented the Southwestern identity.

After winning a statewide contest, Dr. Harry Mera, a Santa Fe physician and archaeologist, and his wife, Reba Mera, presented a design that replaced crowded symbols with something simpler : a red Zia sun symbol centered on a yellow field inspired by the colors carried by Spanish explorers centuries earlier. The sacred Zia symbol represented harmony through the number four, reflected in the seasons, directions, stages of life, and times of day. Adopted in 1925, the design became one of the boldest and most admired flags in America.

1

$125 million for a Grade-school math error

Image: Aaron Lefler

Imagine losing a hugely expensive spacecraft due to a simple mix-up between English and metric measurements . That is exactly what happened to NASA in 1999 when a Mars orbiter designed by Lockheed Martin was lost in space.

The confusion caused a malfunction on the $125 million craft, resulting in the probe’s loss. Although it was unusual for Lockheed to use English measurements for a NASA design (since NASA had stipulated using metric measurements for many years), there were still several instances where the error should have been caught but wasn’t.

2

Toys ‘R’ Us blunder

Image: Taylor Heery

If you think an action figure of a drug dealer isn’t the best idea for a toy store , you’re not alone. Yet, for some reason, Toys "R" Us decided otherwise in October 2014, possibly hoping to cash in on the massive success of the Breaking Bad TV series.

Unsurprisingly, the giant toy retailer was forced to pull from its shelves four collectible dolls based on characters from the AMC hit show, each doll featuring a detachable sack of cash and a bag of meth.

3

Apple Maps' rocky beginnings

Image: CardMapr.nl

When Apple decided to launch its own map application on iOS devices after a conflict with Google in 2012, users quickly realized that the Apple app was not nearly as launch-ready as it should have been .

Locations were mislabeled, roads were missing, and it occasionally steered people in entirely the wrong direction. The problem was eventually, though largely, resolved, but it was an embarrassing misstep for a company known for never launching a product before it was as near-perfect as possible.

4

Bank of America debit card fee

Image: Ali Mkumbwa

Back in 2011, when the backlash against the banking industry had not yet reached its boiling point, Bank of America announced it would charge customers $5 per month to use their debit cards .

It was a bad business decision. More than 300,000 people signed an online petition, and Fox Business Network’s Gerri Willis cut up her debit card on air. The bank pointed to federal regulations as the reason for the charge but ultimately capitulated to consumer demand after a month before the fees went into effect.

5

$33 airline tickets from Toronto to Cyprus

Image: Miguel Ángel Sanz

If buying a business class ticket regularly priced at $2,558 for just $33 sounds too good to be true, it probably is. Except in 2006, when an Alitalia employee accidentally forgot to input two extra zeros when pricing business-class tickets from Toronto to Cyprus.

Due to the exchange rate on that day and the blunder, hundreds of buyers managed to snag fares for just $33. The airline honored those deals, accepting the heavily discounted price for the 509 people who purchased tickets before the error was detected.

6

A $70 million comma

Image: Nattipat Vesvarute

As the folks at NASA and Alitalia have shown us, small errors can lead to costly mistakes. The following blunder comes courtesy of Lockheed Martin , which issued a contract to a customer with a missing comma in the sale price .

The astute customer held the aerospace company to the contract, costing Lockheed Martin $70 million for a C-130J Hercules aircraft in June 1999.

7

Sears misses the ship

Image: Estefania Cortes

A retail giant that faced a situation similar to the one Kodak faced—embrace the new and unknown or cling to the old, successful recipe—Sears sold everything from socks to tires via mail order, shipping across the U.S.

Choosing to stick with the old method, the company ended its catalog and delivery business in 1993 . In 1994, Amazon was founded , filling the business void that Sears had just created. The rest is history.

8

Passing on Microsoft

Image: Jaime Marrero

$60 million might seem like a lot of money to us regular folks, but for someone with very deep pockets like Texas businessman and two-time U.S. presidential candidate Ross Perot, it wasn’t all that much.

In 1979, he was offered the chance to buy Microsoft for that sum. However, his final offer to the tech company was just $15 million, and as a result, the Texan missed out on the opportunity to own what would become one of the biggest companies in the world .

9

Blackberry sticks with the old

Image: Thai Nguyen

Another case of a brand sticking with the old instead of embracing the new, BlackBerry was all the rage at the start of the 21st century— until Steve Jobs came along with the Apple iPhone .

While BlackBerry Messenger was extremely popular, with over 80 million users worldwide, the device lacked the new touchscreen functionality and sleek design of the Apple product. From being a market leader, BlackBerry’s market share plummeted to 0.2% by 2016.

10

RadioShack’s downfall

Image: Jelleke Vanooteghem

Not so long ago, RadioShack was a familiar presence on the streets and the go-to place for buying batteries and electronics. But it was that same brick-and-mortar presence, coupled with a reluctance to embrace e-commerce , that ultimately led to its demise .

Eventually, poor profit margins on what they could sell, combined with a loan they couldn’t repay, brought down what was once the go-to place for electronics.