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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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music

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
Soft-focus portrait of Stevie Nicks outdoors with both arms raised, holding flowing white fabric against a dark horizon.
1980sCelebrityPhotos

Stevie Nicks Photo – 1982

by Admin October 27, 2026
Crosby, Stills & Nash in 1994, the year they returned to Woodstock for the festival’s 25th anniversary. Twenty-five years after their famous 1969 appearance, they performed a set filled with songs from across their career and closed with “Woodstock.”
1990sCelebrityPhotos

Crosby, Stills & Nash Photo – 1994

by Admin October 15, 2026
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
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
Black-and-white 1994 photo of Nirvana with Kurt Cobain in sunglasses and a cardigan in the foreground, giving the ring finger, while Dave Grohl and Krist Novoselic stand behind him near a bare tree.
1990sCelebrityPhotos

Nirvana – Kurt Cobain, Dave Grohl & Krist Novoselic – 1994

by Admin September 27, 2026
1973 Electrophonic advertisement showing a quadraphonic stereo system with turntable, 8-track player, controls and four spherical speakers.
1970sAudioElectronicsPrint Ads

Electrophonic Quadraphonic Audio System – Print Ad – 1973

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
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