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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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Colorful caricature of John Cougar Mellencamp holding an acoustic guitar against a yellow rural landscape with a small farmhouse in the background.
1980sArtworkCelebrity

John Cougar Mellencamp Illustration – 1987

by Admin October 10, 2026
Black-and-white studio portrait of Matt Dillon, Kelly Lynch, Max Perlich, and James Le Gros posing closely together against a plain background.
1990sCelebrityPhotos

Drugstore Cowboy Cast Photo – 1997

by Admin October 9, 2026
Vintage Bradley GT print ad showing a yellow sports-style kit car parked in a wooded setting with Volkswagen-themed advertising copy below.
1970sAutoPrint Ads

Bradley GT Vintage Print Ad – 1976

by Admin October 8, 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
Keith Haring standing beside a large red and yellow painting, wearing glasses and paint-splattered pants while holding a paint can.
1980sCelebrityPhotos

Keith Haring Photo – 1983

by Admin October 6, 2026
Black-and-white Bulova watch advertisement featuring Kathy Ireland posing with bare shoulders and wearing a gold wristwatch.
1990sCelebrityFashionPrint Ads

Bulova Vintage Print Ad ft. Kathy Ireland – 1995

by Admin October 5, 2026
Detailed painted portrait of Johnny Cash wearing a dark jacket, white open collar and patterned scarf against a dark brown background.
1970sArtworkCelebrity

Johnny Cash Illustration – 1970

by Admin October 4, 2026
Color portrait of Alanis Morissette against a red background, with a magazine profile printed along the right side.
2000sCelebrityPhotos

Alanis Morissette – 2002

by Admin September 27, 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
Surreal illustration of a dark snakeskin-patterned book titled “Holy Terror,” with gold-edged pages and a red ribbon bookmark shaped like a forked tongue.
1980sArtwork

Holy Terror – Illustration by Eraldo Carugati – 1982

by Admin September 27, 2026
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