(Photograph: Scott Eells/Bloomberg/Getty Pictures (Ben Lerer); Christian Oth/New York Instances (Ken Lerer). Illustration by Gluekit.)

Typically New York Metropolis appears like a small city. So it’s when Ben Lerer arrives to dinner on a current Tuesday evening at Empellón Taqueria within the West Village. Sitting at one desk is a lady he met in Ibiza a couple of summers again. On the subsequent is likely one of the founders of Birchbox, one in all many corporations backed by the venture-capital fund Ben runs along with his father, Ken. And behind the bar, mixing a pair of complimentary lageritas, is likely one of the restaurant’s proprietors, who additionally occurs to be high-school finest pals with my finest good friend from faculty, explains Ben, the rumpled co-founder of bro website Thrillist, who might nonetheless, at 32, cross as a College of Pennsylvania undergraduate.

He plops down throughout from his father, who’s peering dubiously on the cloudy drink from behind a silver lock of hair. Beer-based cocktails are extra your kind of factor, he tells his son earlier than taking a tentative sip. It’s good, he experiences.

You keep near your folks and the folks you belief, Ben continues. The circle will get larger as time goes on, however that’s typically our philosophy.

His scruffiness retains this from seeming Godfatherly, however the Lerers are slightly Mafia-esque. Their firm appears to have had a hand in each buzzed-about start-up in New York: attire firm Everlane, Three-D printer MakerBot, lyrics-decipherer Rap Genius. There are 185 of them, says Ben. I might most likely title 100.

A person in a cosy black T-shirt materializes. The Lerers are serving to him launch a start-up. Did you get my invitation? he asks. I despatched it by Paperless Submit. You guys personal a stake in that, proper? These bastards charged me. He laughs. They suckered me into it. I’d invested like 30 minutes making the nicest invitation, after which it was like, That is $50.’ Then you definitely guys most likely obtained an alert in your telephone and had been like, Yessss.

I obtained like six cents from that, Ken says, then raises his eyebrows as a shriek from a close-by desk pierces the air. I really feel like I’m having dinner with these girls, he says mildly.

This place is unquestionably extra his son’s kind of factor: Ken’s concept had been to go uptown to assist the restaurant owned by his good friend, former Time Warner chairman Richard Parsons. The Lerers would doubtless have run into the identical variety of folks, albeit from a unique crowd. Whereas the youthful Lerer’s Instagram feed options his Ivy-league-bred, zany-hat-wearing, luxury-loft-living friends, the elder Lerer travels in additional refined circles. Finest pals embody former shoppers of his company PR agency and cohorts from his days as a flack for AOL, the place he was tasked with speaking up the Time Warner merger he knew could be a catastrophe. It was horrific, he says. It labored out for Lerer, although. He offered his inventory on the peak of the marketplace for $40 million, then used a small fraction of it to finance the Huffington Submit, which he would later promote to AOL, of all locations, for $315 million.

His predominant accomplice, the Huffington Submit’s eponymous Arianna, is infamous for her attraction, however her quieter accomplice could be simply as beguiling. Inside fifteen minutes of assembly me, he’s extracted the title of my toddler son and is promising to take him to a Mets recreation when he’s sufficiently old (the Lerers personal a small stake within the workforce). Although much less seen, Lerer was regarded by many, together with his son, to be pivotal to the location. Lots of people get credit score for being very good and doing nice stuff, and I feel he’s means higher than he will get credit score for, says Ben.

That’s bullshit, Ken scoffs.

Ben glares at his father. You need me to actually say some stuff? I can say some stuff.

No, no, Ken says. I used to be on the Huffington Submit, and I used to be doing funding for the household. Then Foursquare raised cash. I known as Benjamin, and I used to be like, This sucks, I want I had identified about this.’ He mentioned, You’re an fool, I do know these guys, why didn’t you name me?’ And I mentioned, All proper, we’re doing a fund.’ 

I feel you simply wished to hang around extra, says Ben.

Effectively, that’s true, admits Ken. However I additionally thought it was an excellent enterprise. Benjamin lives with the women and men who’re creating these corporations, socially, in a means that I by no means would. Ben knew the individuals who had the concepts; Ken knew the individuals who had the moneyand had the public-relations savvy essential to excel in a market wherein worth is set virtually solely by buzz.

After the Huffington Submit offered to AOL, Ken had much more timeand moneyto commit to Lerer Ventures. They picked up stakes in HuffPo alum Jonah Perretti’s BuzzFeed (of which Ken turned chairman), Enterprise Insider (helmed by Henry Blodget, a good friend), and Warby Parker (whose founders are UPenn alums). He already had a stake in gaming firm OMGPop.