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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.
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Color caricature of George H.W. Bush as a muscular “Drug Buster” superhero carrying a child, with stars, motion lines, and bright red sneakers against a black background.
1990sArtworkCelebrity

George H.W. Bush Illustration – 1990

by Admin November 9, 2026
Color studio portrait of Madonna in 1985 wearing a black crop top, white lace clothing, layered necklaces, a large cross pendant, and teased hair against a deep red background.
1980sCelebrityPhotos

Madonna Photo – 1985

by Admin November 8, 2026
Dark, colorful MTV print ad showing a crowded concert under purple and pink stage lights with the caption “I liked the video better.”
1990sPrint Ads

MTV Vintage Print Ad – 1999

by Admin November 7, 2026
Futuristic Grim Reaper illustration with a metallic skeleton, glowing red eyes, black cloak, and scythe standing over scattered bones and debris.
1980sArtwork

The Bomb… And Beyond Illustration – 1982

by Admin November 6, 2026
Color image from Dirty Harry showing Andy Robinson restraining a young man beside a rocky quarry and pool of water.
1970sCelebrityPhotos

Andy Robinson in Dirty Harry Photo – 1971

by Admin November 5, 2026
Vintage Volkswagen advertisement showing a yellow compact pickup driving on the road, with the headline “Volkswagen’s new Pickup. It’s built like a truck, but drives like something else.”
1980sAutoPrint Ads

Volkswagen Pickup Vintage Print Ad – 1980

by Admin November 4, 2026
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 Johnny Carson Apparel ad showing Carson in vested suits beside a 1930 Cadillac Coupe, with smaller detail photos of the car and clothing.
1970sCelebrityFashionPrint Ads

Johnny Carson Apparel Vintage Print Ad – 1977

by Admin November 1, 2026
Buck Brown Halloween cartoon showing an older woman in a witch costume standing in a doorway while a man lies on the floor inside the house.
1970sArtwork

Halloween Trick-or-Treat Cartoon – 1977

by Admin October 31, 2026
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  • Bulova Vintage Print Ad ft. Kathy Ireland – 1995

  • Johnny Cash Illustration – 1970

  • Bell & Howell Vintage Print Ad featuring Filmsonic Cameras & Projectors – 1977

  • Marilyn Monroe Photo – 1962

  • Brandon Teena — Death of a Deceiver, Pat Andrea, 1995

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