As Paris Hilton Reclaims Her Icon Status, "Pretty Pop Star" Reemerges to Battle the Age of AI Music

NASHVILLE, Tenn. - EntSun -- As Paris Hilton launches a return to the spotlight with her new documentary, Infinite Icon: A Visual Memoir, one song from the height of pop-culture excess is finding unexpected relevance again, this time in a very different cultural moment.

Greg Dunkailo's remastered Pretty Pop Star is being re-released as a timely reflection on how fame, branding, and pop mythology are created…and recreated.  Originally written as a playful jab at the celebrity machine, the song name-checks Hilton as a symbol of early-2000s icon-making.

When Pretty Pop Star was first released, it leaned on humor to expose how pop stars were engineered by labels, media, and marketing narratives. In an era defined by looks first and manufactured personas, the song skewered the idea of the "fake star", a product of systems bigger than the individual.

Today, that same satire lands in a new context as AI-generated music ignites debate around authorship, authenticity, and creative ownership. The question has shifted from who creates the music star to what creates the music?

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From Manufactured Celebrities to Manufactured Creativity

A new debate has emerged around AI-generated music and algorithm-assisted creativity.  It's raising fresh questions about authorship, authenticity, and ownership.

While music platforms such as Bandcamp and iHeartRadio have reported a total ban of AI-generated music, others have not taken as hard a stance.  In Midia Research's recent 2026 predictions report, they stated Deezer music streaming platform saw an influx of 50,000 new AI-generated songs added to their catalog.

Spotify has removed what they deem as "spammy" tracks, but their emphasis seems to be focused more on removing fraud, vs. restricting AI music.

Why the "Fake Star" Conversation Has Returned

Fake stars are not new in the music industry.  In 1989, the pop duo Milli Vanilli famously were caught lip-syncing to their songs on stage.  It was soon discovered they had not performed on their album and they subsequently lost their Grammy and their record deal.

What once required teams of publicists, producers, and media outlets can now be simulated, accelerated, or automated. For artists and audiences alike, this has sparked controversy over where creativity begins, who gets credit, and whether authenticity has a place over optimized output.

Satire That Aged Into Commentary

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"Pretty Pop Star was never really about Paris Hilton, but she was included as an illustration as to how pop culture builds icons, tears them down, and then pretends it had nothing to do with it," says Greg Dunkailo. "Watching her reclaim that story now, at the same time we're debating whether music itself can be manufactured, feels like the perfect full-circle moment."

The remastered release of Pretty Pop Star doesn't take a technology position, but instead highlights recurring patterns; when systems grow powerful enough to shape culture at scale, the tensions between authenticity and efficiency will inevitably follow.  Pretty Pop Star serves as a humorous catalyst to elevate the debate.

Title: Pretty Pop Star (Remastered)

Release Date: January 13^th, 2026

Available On: Apple Music, Spotify, YouTube



About Greg Dunkailo
Greg Dunkailo is a singer/songwriter, speaker, and entrepreneur helping business leaders and aspiring entrepreneurs achieve strategic success by doing work that fulfills their creative passion and purpose.  To learn more, visit GregDunkailo.com