WWD Report Card: The Jeff Bezos Style Crisis

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  • Jeff Bezos
    CEO of Amazon

We’re still trying to recover from the Casablanca silk ’70s boogie printed blouse worn by Jeff Bezos on New Year’s Eve. The skintight number was finished with heart-shaped sunglasses and tight white pants, making his midlife crisis official. Below, WWD ponders how he got here.

Space cowboy: 1
A space cowboy is nothing new, and if done correctly it has the potential to be quite sexy. Safe to say this failed to launch.

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Bezos makes comments after his flight experience from the spaceport near Van Horn, Texas, 2021 - Credit: Tony Gutierrez/AP
Bezos makes comments after his flight experience from the spaceport near Van Horn, Texas, 2021 - Credit: Tony Gutierrez/AP

Tony Gutierrez/AP

Printed suit jacket: 1
Jacquard is a tricky, tricky term. There is a Magic Mike element to this tight-fitting, silky tuxedo ensemble. Now that he’s no longer Amazon’s CEO, maybe he has time for the third film installment? If everything fails, there’s always “Dancing With the Stars.”

Lauren Sanchez and Bezos pose for photos at a blue carpet event in Mumbai, 2020 - Credit: Varinder Chawla/MEGA
Lauren Sanchez and Bezos pose for photos at a blue carpet event in Mumbai, 2020 - Credit: Varinder Chawla/MEGA

Varinder Chawla/MEGA

Casual Italy look: 2
He’s working out and he wants to be sure everyone knows it. Reminiscent of a Chelsea boy from the ’90s, the fitted black polo, tight jeans and aviator shades make up one of the other midlife crisis characters that he’s playing with.

Lauren Sanchez and Bezos, 2021 - Credit: The Mega Agency
Lauren Sanchez and Bezos, 2021 - Credit: The Mega Agency

The Mega Agency

Printed shorts vacation look: 2
This is more of the billionaire’s off-duty look that we know and avoid at an Ibiza beach party. It’s part of the starter pack that includes a mega-yacht, a Boflex and a red Lambo, to name a few.

Bezos strolling in St Tropez, France, 2019 - Credit: KCS Presse / MEGA
Bezos strolling in St Tropez, France, 2019 - Credit: KCS Presse / MEGA

KCS Presse / MEGA

Leather jacket: 3
“Mission Impossible” — Tom Cruise issued a customer complaint and wants his look refunded.

Bezos seen at Summit LA17 in 2017 - Credit: Amy Harris/Invision/AP
Bezos seen at Summit LA17 in 2017 - Credit: Amy Harris/Invision/AP

Amy Harris/Invision/AP

Jeans with suit jacket: 2
This is very Midtown business man. The matching cognac shoes and belt are basically a secret handshake of Corporate America. The only complaint is that the jeans are too tight — again.

Bezos speaks at an event before unveiling Blue Origin’s Blue Moon lunar lander, in 2019 - Credit: Patrick Semansky/AP
Bezos speaks at an event before unveiling Blue Origin’s Blue Moon lunar lander, in 2019 - Credit: Patrick Semansky/AP

Patrick Semansky/AP

Tux: 3
Perhaps he should just stick to traditional luxury garments? This shawl lapel midnight blue tuxedo fits him really well, although a less clip-on-looking bowtie would have given him the classic men’s wear style suited to his bank account. It works for James Bond, after all.

Bezos attends The American Portrait Gala, 2019 - Credit: Paul Morigi/AP
Bezos attends The American Portrait Gala, 2019 - Credit: Paul Morigi/AP

Paul Morigi/AP

Black jeans: 3
This is the best we’ve seen from him when it comes to business casual. The textured blazer fits him well and it coordinates with the tonal gray shirt.

Bezos attends the Statue of Liberty Museum opening celebration, 2019 - Credit: Evan Agostini/AP
Bezos attends the Statue of Liberty Museum opening celebration, 2019 - Credit: Evan Agostini/AP

Evan Agostini/AP

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