Purple ombre text over orange checkered background. 

A "cool kid" refers to a young person who is a trendsetter and usually emulated by his or her peers. 

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Illustrator Rube Goldberg was born in San Francisco, California and moved to New York City around 1907. The phrase "I'm the guy who" was a trademark expression of Goldberg. He coined it around 1910.  He was well known cartoonist and created "Mike and Ike" and "Boob McNutt" among many other strips.  Later in life, Goldberg help found the National Cartoonist Society (1946) was awarded a Pulitzer Prize (1948) for his political cartoons.

White text over blue background. 

"COME'N GET IT" is a colloquial way of saying "come and get it." The phrase can also be used in many contexts, such as a challenge to fight or a playful invitation. The most common meaning is a call to come and eat, as in a parent calling their children to the dinner table. It can be a challenge to confront someone, as in "Come and get it if you think you're tough!" The phrase can be used humorously to suggest that something is available and waiting for someone. 

Purple text over white background. 

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George Herriman (1880-1944) became a cartoonist despite his father's guidance. He is best known for his 'Krazy Kat' comic strip, which he wrote and illustrated until his death. Herriman made his name known first in Los Angeles, California and later in New York City. In New York City, he worked at the New York Journal and the New York World.

White and black text over red and yellow background. 

Topps, a company that is best known for sports memorabilia, produced "Wise Guy" pins during the 1960s that featured  satire/parody for novelty and humor.

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"Anytime, Anywhere, Any Place" is a phrase that relays unrestricted readiness, suggesting that the speaker is capable of action regardless of circumstances. One of the most notable origins of this phrase dates to World War II: in February 1944, after a training accident involving American airmen and British Chindits, General Orde Wingate reassured U.S. air commandos with the declaration: We will go with your boys any place, anytime, anywhere. This became a rallying cry—later shortened to "Anytime, Anyplace"—and the official motto of the 1st Special Operations Wing, symbolizing their unwavering commitment. Beyond the military, the phrase entered pop culture, including Joe Morris and His Orchestra’s 1950s R&B hit, sung by Laurie Tate, and has since become a common colloquialism wielded in spats of anger equating to challenging another to a duel. 

M.K. Brody Co., Inc. was a Chicago-based wholesale distributor, operating since 1911. Originally selling toys, it later shifted focus to balloons and party supplies, doing business as Brody’s Wholesale Balloons & Party Supplies. The company offered a wide variety of balloons, party accessories, and event supplies. After filing for Chapter 11 bankruptcy in 2011 (The Wall Street Journal), it reportedly closed permanently.

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The leaning figure and slogan were part a 1960s advertising campaign for Klopman fabrics. Klopman began as Klopman Mills, an apparel fabric company, that later merged with Burlington Industries. After the merge, Burlington published multiple department store advertisements of leaning men and women to highlight the Klopman name. With this advertising campaign the company hoped to convey the message that their fabric was reliable, or "something you can lean on."

White, blue, and black top hat encircled by blue outline with blue and white text over red background. 

The jingoistic phrase on the button refers to a call to arms for the US's involvement in WWI.  A song, copyrighted in 1918, uses the same phrase.  In the song, there are obvious anti-German and anti-German speaking American undertones in lines such as "If in Kaiser Bill you trust, What's your business here with us."  

It was American policy to defame German-Americans and chastise German culture.  President Woodrow Wilson spoke out against the damage of hyphenated Americans, whose divided allegiances could not be clearly discerned.  The American Ambassador to Germany, James W. Gerard, had one of the most openly hostile view of German-Americans at the time.  He stated, after suggesting to "ship them back to the Fatherland," in a 1918 speech,"there is no animal that bites and kicks and squeals and scratches, that would bite and squeal and scratch equal to a fat German-American, if you commenced to tie him up and told him that he was on his way back to the Kaiser."  

The official policy led to actions ranging from interning German-Americans, to forcing them to take "loyalty tests," to the "expectation" that they would purchase war bonds.  German-Americans were the largest non-English speaking ethnic group in America in the late nineteenth and early twentieth centuries.  The highest concentration of German-Americans was in the Midwest.