"I try to learn interesting things about the world and in this case, the competitiveness about 'I know the Internet better than you do' is pretty profound."

"There's a tremendous arrogance. I found that hilarious — by Gawker standards, it was a resounding compliment." 

The "that," which Susan Orlean found hilarious, was Gawker's opinion that her New Yorker article, "Man and Machine/Playing Games on the Internet" was "generally, much less embarrassing than it could have been."

I've read the New Yorker article. You'll need a subscription to read more than the very beginning. It's about 2 guys who are interested in doing prankish internet things and portraying what they are doing as an art project. Why is The New Yorker facilitating their enterprise? Partly because they've managed to build heavy traffic, but also because Susan Orlean felt like writing about it. So then, why did she feel like writing about it? You can read the interview at the top link and find some answers like:

It doesn't even occur to me to turn on the TV anymore. I'm just sort of screwing around online, either on my phone or my iPad. I can stay very entertained. It's remarkable....

I'm a real app girl — I'm always goofing around with the newest gizmo....

I, for one, welcome our computer overlords. I don't worry about that, I really don't....