Waiting for Britney Spears: An Evening with Jeff Weiss

Wed Oct 15 2025 at 07:00 pm to 08:00 pm UTC-04:00

2153 1st Ave S | St. Petersburg

Tombolo Books
Publisher/HostTombolo Books
Waiting for Britney Spears: An Evening with Jeff Weiss
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Jeff Weiss and Caroline Calloway at the bookstore for Waiting for Britney Spears!
About this Event

A frenetic, gonzo account of Britney Spears’s historic rise and equally tragic fall told by an iconoclastic music journalist.

Tombolo Books is thrilled to welcome Jeff Weiss to the bookstore to chat about his transformative cultural critique, Waiting for Britney Spears: A True Story, Allegedly!

With the narrative flair that established him as a singular chronicler of modern pop culture, Weiss goes for broke in Waiting for Britney Spears, a descent into a neon hall of mirrors reflecting our obsession with fame, morality, and the mystery of what really happened to the last great pop star.

Weiss will be in conversation with ifluencer and author Caroline Calloway!

More about Waiting for Britney Spears

America, 2003: A country at war, its shiny veneer beginning to crack. Von Dutch and The Simple Life dominate. And on the cover of every magazine, a twenty-one-year-old pop star named Britney Spears. Tracking her every move for a third-tier gossip rag in Los Angeles was an unknown young writer taking whatever job he could while pursuing his distant literary dreams. He'd instead become an eyewitness to the slow tragedy of a changing nation, represented in spirit by “the coy it-girl at the end of history.”

Years later, after finally establishing himself as a celebrated journalist, Jeff Weiss presents Waiting for Britney Spears, a gonzo, nostalgic, and “allegedly true” recounting of his years as a tabloid spy in the lurid underbelly of Los Angeles. Weiss follows America’s sweetheart through Vegas superclubs and Malibu car chases, annulled marriages and soul-crushing legal battles, all the way to Britney’s infamous 2007 VMA performance. As Weiss lives through the chaos leading to Britney’s conservatorship, he observes, with peerless style, cringe-inducing fashion waves, destructive celebrity surveillance, and a country whose decline is embodied by the devastating downturn of its former golden child.

Jeff Weiss is a music writer and cultural critic whose work has appeared in The Washington Post, the Los Angeles Times, Pitchfork, The FADER, and many other outlets. A former columnist for LA Weekly, he is the cofounder of The LAnd magazine and the founder of the pioneering hip-hop blog Passion of the Weiss, along with its record label, POW Recordings. He lives in Los Angeles.

Caroline Calloway is known for being the author of Scammer and nothing else. Don’t google her! She’s fine.

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Event Venue & Nearby Stays

2153 1st Ave S, 2153 1st Avenue South, St. Petersburg, United States

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