A pink background with white text and a white jet in the center

Winola High School opened in 1952 and was located in the small Illinois town of Viola (population under 1,000). In 1988, Winola was consolidated with high school students from the nearby New Windsor, and the combined school is called Sherrard High School. The Winola Jets colors were maroon and white and their fight song was "Go You Winola".

Black text on a yellow background

“Win” is to be victorious. It is a fusion of the Old English word “winnan” which means “to work at or struggle for,” and the word “gewinnan” which means “to succeed by struggling.” Winnan and gewinnan are both from the Proto-Germanic word “wennanan” which means “to seek to gain.”
 

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A white background with red and blue text. In descending order, a blue city skyline, a red sock with a wing, and a flag

This button refers to the 1959 Chicago White Sox season wherein the team won their first pennant since 1919 after winning the American League (AL) championship. Upon victory, Chicago Mayor Richard J Daley had Chicago’s fire chief sound off the city’s air raid sirens. 

A red background with 2 horizontal white stripes and a black stripe across the middle. In the center are two men with dark hair and sunglasses wearing red jerseys and fedoras with one flipping a hockey puck and the other holding a trophy

This button has a double reference: The Blues Brothers and the Chicago Blackhawks hockey team. The Blackhawks won the National Hockey League (NHL) Stanley Cup in the 2012-2013 season, but lost the Cup to the Los Angeles Kings in overtime in the 2014 season. They were "on a mission" to bring the Stanley Cup back to Chicago in 2015.

"We're on a mission" is also a famous quote (and often repeated) from The Blues Brothers, a 1980 film starring John Belushi and Dan Aykroyd, whose caricatures appear on the button.

Black text and lines forming a basketball on a yellow background and a yellow and black ribbon

Webster Groves High School of the Webster Groves School District is located in Webster Groves, Missouri and was established in 1889. The school sponsors an impressive amount of activities and sports and has many notable alumni.

This button was sold to students who attended the basketball games.

Pink background with white text

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A white background with green text and a picture of a man wearing a roman helmet with a plume along the crown

Wauwatosa West High School is located in Wauwatosa, Wisconsin, and opened in 1960. Together with its sister school, Wauwatosa East, they comprise the Wauwatosa School District. The high school is open to grades 9-12, has an enrollment of just over 1,000 students, and its colors are green and white. The Trojans have won several championships in a variety of sports, including swimming, softball, football, and hockey. They even have a drama group called the Trojan Players.

A red and white background with red and white text. Next to the largest white text is a red and white seal, and then on the other side is a red tennis racquet with red text running through it

This is a button identifying the press at a circuit tournament for the United States Tennis Association. The United States Tennis Association was established in 1881 as the United States National Lawn Tennis Association. It was founded as the "national governing body of American tennis." In 1920, they cut "lawn" and "national" out of their name, officially becoming The United States Tennis Association. They are affiliated with both youth, college, and adult teams, but this button may be from a tournament for their pro circuit. 

A white and blue background with white and blue text. Next to the white text is a white seal and on the other side, a blue tennis racquet with blue text

This is a button identifying the press at a circuit tournament for the United States Tennis Association. The United States Tennis Association was established in 1881 as the United States National Lawn Tennis Association. It was founded as the "national governing body of American tennis." In 1920, they cut "lawn" and "national" out of their name, officially becoming The United States Tennis Association. They are affiliated with both youth, college, and adult teams, but this button may be from a tournament for their pro circuit. 

Black text on a white background with pink fitness figures

The image on this button of sports figures takes the shape of the state of Missouri and most likely is from a sports-related event in the state during the late 1980's or early 1990's. 

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