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Jake's Jackpot
Exploring past decades through advertising, artwork, photography, and print that captured the pop culture of the time. Discover more in our store.

1960s

9
Gahan Wilson cartoon showing surgeons in an operating room reacting to a bright yellow jack-in-the-box springing up from the surgical table.
1960sArtwork

Surgery Jack-in-the-Box Cartoon – 1969

by Admin November 3, 2026
Color photograph of Marilyn Monroe reclining on the floor in an orange long-sleeve top, resting her head on one hand and looking toward the camera.
1960sCelebrityPhotos

Marilyn Monroe Photo – 1962

by Admin November 2, 2026
Vintage Miller High Life advertisement showing a beer bottle and foamy mug on a bar with two men drinking and smoking in the background.
1960sFood & BeveragePrint Ads

Miller High Life Vintage Print Ad – 1969

by Admin October 29, 2026
Colorful illustrated collage featuring an orange New York-style taxi, playing cards, a train, running figures, and a large woman’s face.
1960sArtwork

‘Somebody Owes Me Money’ Illustration – 1969

by Admin October 7, 2026
Vintage J&B Rare Scotch whisky advertisement showing a green bottle beside a glass of whisky over ice against a dark background.
1960sFood & BeveragePrint Ads

J&B Rare Scotch Whisky – Print Ad – 1969

by Admin September 27, 2026
Dramatic close-up portrait of Mick Jagger with most of his face in deep shadow against a black background.
1960sCelebrityPhotos

Mick Jagger – “Head Stone,” 1969

by Admin September 27, 2026
Vintage 1960s Michelob beer advertisement featuring a bottle, frosty beer mug, golf balls, scorecard and tee against a dark blue background.
1960sFood & BeveragePrint Ads

Michelob Beer and Golf – 1960s Print Ad

by Admin September 24, 2026
Vintage Colt 45 malt liquor magazine advertisement featuring a frosty can and glass of beer against a blue background, with the slogan “Bottoms up.” displayed upside down.
1960sFood & BeveragePrint Ads

Colt 45 (1969)

by Admin September 15, 2026
Vintage 1969 Early Times bourbon whiskey ad featuring “The Pussycat,” an orange-sweet sour cocktail served with lime, alongside a bottle of Early Times and Instant Pussycat Mix.
1960sFood & BeveragePrint Ads

Early Times Bourbon Whiskey (1969)

by Admin September 15, 2026 

 
  
 
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