Cover Boys! Annie Leibovitz Shoots Fred Wilson, Dennis Crowley, David Karp & More for Vanity Fair

Postcard from the tech boom.


It appears New York’s tech scene will finally have its own calling card–a glossy, cinematic affair shot by Annie Leibovitz. The celebrated photographer cordoned off the cobblestone streets of Soho yesterday to direct a photo shoot for an upcoming issue of Vanity Fair.

Let Silicon Valley have its tacky tiger-monkeyblowouts, we’ll take the Conde Nast’s version of Social Register, thank you very much.

A tipster first alerted us to the shoot from Dennis Crowley‘s Instagram, where the Foursquare founder posed in an ash-colored blazer with Ms. Leibovitz.

But paparazzi who snuck onto the shoot also spied a number of other notable figures including Michael Bloomberg, College Humor cofounder and Notional CEO Ricky Van Veen (with grown-up hair), socialite and Moda Operandi founder Lauren Santo Domingo–looking stylish and pregnant in a cream-colored trench coat, albeit sans her secretly departed fashion director–as well as Union Square Ventures’s Fred Wilson, Etsy CEO Chad Dickerson, and Tumblr founder David Karp, perched atop a vintage motorcycle with his bulldog Clark, alongside Arianna Huffington in the sidecar.

The imagery is pretty evocative, but perhaps not the way Ms. Lebovitz intended. It’s hard not to picture them all wedged into that sidecar, driving around Soho, boats against the unmonetizable current.

However, this isn’t Vanity Fair‘s first trip to Silicon Alley. In October, the influencers’s Bible interviewed chief digital officer Rachel Sterne. And last year, both its “New Establishment” and “Next Establishment” lists were peppered with familiar names, including Gilt Groupe’s Kevin Ryan, Business Insider hyperbolist Henry Blodget, as well as Mr. Karp and LearnVest’s Alexa Von Tobel.

Since we’re rounding the corner on August, the timing seems a little late to shoot the September issue,  so your guess is as good as ours as to the accompanying text. Perhaps it’s that Mayor Bloomberg as Tech Savior profile he’s been hoping for since Lehman Brothers toppled down Wall Street. Cover Boys! Annie Leibovitz Shoots Fred Wilson, Dennis Crowley, David Karp & More for Vanity Fair