5 tech leaders, their costumes and what it could tell you about them

And if we are to look at it from an analytical view, we could deduce one or two things about why they chose the particular outfit for the day.

Costumes are also sort of a thing in Silicon Valley, as we see with the likes of Steve Jobs and Zuckerberg sticking to a particular brand of outfit based on style and principles.

With Halloween however, it is a chance for these CEOs to experiment and show off their taste and re-invent themselves

“Many people really enjoy dressing up in costume because it’s a way to try on a new identity and have fun with that identity,”Dr. Gail Saltz, a New York psychiatrist and the host of, “The Power of Different” podcast says. “People often choose someone they admire or wish they could, even for a little while, embody.”

From Facebook’s Mark Zuckerberg to Bill Gates, here are some of our picks of renowned leaders in the technological space dressed in different Halloween costumes.

Mark Zuckerberg (Facebook CEO) - Vikings family costume

Mark in Halloween of 2016 dressed in a Vikings costume. Vikings are associated with physical strength, and described as traders, warriors and explorers, even believed to be the original founders of America.

Zucks dressed up his daughter in baby dragon costume.

“Costumes and dressing up are also a way to bond with others and define yourself as a unit. This might be a family unit or friend or colleague unit or couple unit. It creates an automatic feeling of we belong together, and we are set apart from the rest of you,” says Saltz.

Saltz says that costumes like a Viking group can be wish fulfillment of the Zuckerbergs— hoping their child becomes part of a fierce Viking-like group.

Dennis Crowley (Foursquare CEO) - Hilary Clinton themed costume

Dennis Crowley is CEO of Foursquare, a local search-and-discovery service mobile app which provides search results for its users,

The tech entrepreneur and his family dressed up as black-suited bodyguards with matching earpieces and sunglasses to accompany Baby Hillary Clinton around their neighborhood.

The outfit adheres to Saltz wish fulfillment analysis of costumes - she says that a political style like this is a wish for “my daughter to become strong and successful like Hillary Clinton.”

The Winklevoss Twins, (Bitcoin entrepreneurs) - Rock Star costume

The Winklevoss brothers chose to go the rock star way for their Halloween costumes, putting on a Guns N’Roses costume. Saltz says that outfits like that often suggest a lot about the wearer's psyche. “Costumes of rock stars are often about exactly that fantasy…the life of a rock star and having that talent, fame, and idolization.”

For people who know their backstory, this won’t be surprising at all.

Brian Chesky (Airbnb CEO) - Movie musical themed costume

Co-founder and CEO of online apartment rental services company Airbnb, Brian Chesky, for Halloween dressed up with friends in Black coloured outfit based on the 1978 classic American musical romcom “Grease”.

Chesky took the starring role of Danny Zuko in the movie, with black pants and jacket.

It’s a fun ensemble, but it potentially hits at some repressed feelings according to psychologist Kit Yarrow on Psychology Today. “Costumes are a way to explore what you aren’t,” she writes.

Bill Gates (Microsoft Co-founder) - Harry Potter costume

Though this wasn’t stated to be a Halloween costume, Bill Gates did pull off what we would like to pass off as a Halloween costume of him looking ‘creepily’ like the fictional Harry Potter film character.

Note however, that the reasons behind these techies and business leaders going with the observed costumes might in reality vary completely from the theses being suggested by the psychiatrists, so don't take their hypothesis as gospel truth. Just some thoughts to ponder on, as you go about celebrating the beautiful spirit of Halloween.

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