Reddit Chief Takes Flight To Hipmunk, Explains Why He's Leaving Now

Jason Kincaid

Jason Kincaid worked as a writer for TechCrunch from April 2008 through 2012. He grew up in Danville, California and later relocated to UCLA in Los Angeles, California, where he studied biology with a minor in ‘Society and Genetics’. You can reach him at jkincaid@gmail.com → Learn More

Monday, November 1st, 2010

This morning, top Reddit administrator/engineer Chris Slowe announced that he was leaving the social link sharing site to join Hipmunk, the flight search startup that closed a hyper-competitive angel round last month. Slowe joined Reddit back in 2005 as the company’s first employee  — now he’ll be reunited with Reddit founders Steve Huffman and Alexis Ohanian, both of whom are now at Hipmunk.

But why is Slowe leaving now?

Reddit’s traffic has been hitting record highs in the wake of Digg’s failed redesign, so the timing on this seems strange. In a blog post announcing the move, Slowe writes that his “parting with [Reddit parent company] Condé Nast has been nothing but amicable”. But given the issues the companies have had recently this is hard to believe — so I got in touch with Slowe to get a better handle on the situation.

Slowe claims that the differences Reddit had with Condé Nast over the summer have been largely resolved. Until recently, Condé had been very restrictive when it came to allowing Reddit to hire additional developers (the company has been severely understaffed for a long time), but in the coming weeks there will be blog posts announcing additional open positions. “I feel like we’re at the top of the hump,” he says.

Slowe also notes that his job position will be left open for someone else to claim — when Reddit’s original founders left a year ago, existing personnel had to absorb their responsibilities because of a hiring freeze. And, as further evidence of the goodwill between them, Slowe says that even after he leaves he’ll be available to Reddit on a contractual basis.

But despite these positive changes at Reddit, I still don’t buy Slowe’s claims that the companies’ differences have been resolved — I’ve heard multiple times that Reddit still hasn’t gotten the resources it probably deserves from Condé Nast. But I do believe Slowe’s second reason for his departure — he’s ready for another adventure:

I decided to leave mostly because it was time to do something new. Five years in technology is a long time anywhere, and, without suggesting that reddit is a completed project or anything but a continuously moving and evolving target, it was time to move onto something that is less fully formed with room to explore. That, and [Hipmunk founder] Steve Huffman really has been bugging me to join hipmunk for months. ;)

Finally, Slowe talked a bit about the Digg redesign and the impact it’s had on Reddit (and why not everyone over there is throwing high-fives):

Though it’s been a windfall for reddit traffic-wise (having just last month exceeded 10M uniques and 420M impressions for the first time), it really did make me sad to watch the whole thing happen. Intercommunity animosity has been at worst a playful rivalry for years, and we’ve respected one another’s space. Seeing their front page turn from an active, vibrant community forum into a virtual ghost town in such a short time is, frankly, terrifying to watch (being in an analogous space as we are). It reminded us that there is no room to rest on our laurels, and it is the community as much as the content that makes the site.

Chris is a Physics PhD and expert for all things too difficult for normal programmers. After graduating from Harvard, he entered the startup world through Y- Combinator’s first class and became reddit’s first employee (pre-Condé Nast acquisition), where he later became Lead Developer. Must have travel accessory: A Scottevest; it changed my life. Best travel: Easy: Honeymoon. Ten day cruise around the eastern Mediterranean. Dream invention: Instantaneous travel (I know the Star Trek stuff to be pretty much impossible for a few...

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Company: Reddit
Website: reddit.com
Launch Date: 2005
Funding: $100k

Launched in 2005, Reddit is a social news website that displays news based on your personal preferences and what the community likes. Your preferences are determined based on your history of voting stories up or down. The company was started by two University of Virginia grads, Alexis Ohanian and Steve Huffman in the Y Combinator program. Two others, Christopher Slowe and Aaron Swartz, later joined the team. Conde Nast, owner of Wired and other magazines/websites, acquired Reddit in October of 2006....

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Company: Hipmunk
Website: hipmunk.com
Launch Date: 2010
Funding: $20.2M

Hipmunk is a travel search site that aims to take the agony out of travel planning. Their mission is to help people book travel faster and more efficiently. Hipmunk was designed to help people who are overwhelmed with pages of irrelevant search results. Hipmunk presents flight results in a visual ”timeline” that allows people to select the best flight for them at a glance. Hotel results are shown on a map so that people can view where in a...

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