The Top 7 Biggest Tech Industry Douchebags Of All Time

Brogrammers and tech douches take over.

Brogrammers. Tech douches. The explosion of Silicon Valley has brought about awesome apps but it’s also ushered in the era of annoying, pretentious and all-around jerky tech guys. They flaunt their new wealth, are often misogynistic, and have ruined what used to be the artistic, laid-back vibe of San Francisco. 

Oxygen’s new show Quit Your Day Job, premiering Wed., March 30 at 10/9c, aims to empower female entrepreneurs. Hopefully, one day we’ll live in a world free of these tech douches.

1. Justin Keller

This entitled bro decided to write an open letter to San Francisco Mayor Ed Lee and Police Chief Greg Suhr about the city’s homeless population, calling homeless people “riff raff.” Here’s his reasoning:

“The wealthy working people have earned their right to live in the city. They went out, got an education, work hard [sic], and earned it. I shouldn’t have to worry about being accosted. I shouldn’t have to see the pain, struggle, and despair of homeless people to and from my way to work every day. I want my parents when they come visit to have a great experience, and enjoy this special place.”

2. Greg Gopman

Homelessness—not coming up with actual solutions, just whining about it—seems to be a common trend among these guys. Greg Gopman got his share of PR backlash when he referred to homeless people as "degenerates." Here’s how he puts it, “The difference is in other cosmopolitan cities, the lower part of society keep to themselves. They sell small trinkets, beg coyly, stay quiet, and generally stay out of your way. They realize it's a privilege to be in the civilized part of town and view themselves as guests. And that's okay.”

3. Billy McFarland

Billy McFarland created an exclusive membership card for millennials, a knock-off of American Express' Centurion card, but his clearly didn't come with manners. The New Jersey bro who likes to pose like a playboy with a bevy of women, trashed his apartment in New York's West Village and was sued for $13k. According to the lawsuit from his landlord, he held "Animal House"-style parties because, what's sexier than a frat boy that never grows up?

4. Peter Shih

Peter Shih of Celery became a household douche name after his 10 Things I Hate About You: San Francisco post went viral. In the post (which he has since deleted), he complained about everything from the weather to women and football.  “I hate how the weather here is like a woman who is constantly PMSing. I hate how I can’t tell the difference between August and February.”

5. Some Silicon Valley Investor

The best way to showcase your doucheyness? Wear it on a t-shirt. At a SpaceVR party, some guy decided to show up in an incredibly sexist T-shirt that read: “I’m not a gynecologist but I’ll take a look.” One woman had the best response on Twitter. “I'm no proctologist, but i will put my foot so far up your ass you'll wish you never wore that shirt.”

6. Mark Montgomery

When Mark Montgomery decided to go “off-script” at a Nashville tech conference, it turned into a game of bashing his former colleague Sarah Lacy. "She was a pain in my ass," Montgomery told the audience. "We used to call her Mrs. No." When a female panelist tried to joke off the incident, he hurled expletives her way. The show of sexism had a bright side as Sarah and her team ended up hosting their own tech conference, Pandoland, where women attended for free.

7. Martin Shkreli  

This pharma bro is just an all-around douchebag. When he's not jacking up the price of AIDS drugs or posting memes about himself, he's trying to buy friendship with rappers like Kanye West and Wu-Tang Clan. He offered $10 million to buy the rights to The Life of Pablo and when Kanye ignored him, Martin turned into a Twitter troll, crying for attention. Rapper Ghostface Killah and his "goons" (in this case, moms) have even threatened this twerp. Our money is on them.


Four investors turn big ideas into big business on Oxygen’s new docuseriesQuit Your Day Jobpremiering Wed., March 30 at 10/9c.  


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