Jason McCabe Calacanis = Bubble 2.0

Does the fact that Jason Calacanis — of Weblogs Inc. — is successful again mean that we’re in another Web bubble? For many people in Silicon Valley in the late 1980s, Jason was a dot-com poster boy, as a profile in Wired points out. He built a photocopied and hand-delivered gossip sheet into an industry-leading magazine, and also had a reputation for throwing lavish parties. (Wikipedia has the abbreviated version of his bio).

Now, Jason works for AOL, which paid an estimated $25-million for his network of about 80 blogs. While that seems like a large enterprise, only a dozen or so of those blogs — such as Engadget.com and Joystiq.com — appear to get much traffic, and according to the Wired article the company had about $1-million in advertising revenue when AOL bought it. As the piece notes, “it’s not clear that $25 million is a sane amount for 10 disconnected employees and a network of bloggers who could jump ship at any moment.” That’s putting it mildly.

In typical Calacanis fashion, he isn’t content to bask in the glory of a bubble-style takeover of his company — he’s convinced that he could become chief executive of AOL if he wanted to (an idea that, sadly, might not be as much of a stretch as it should be). Paul Kedrosky gives Jason props for bouncing back from his first popped bubble, but others will likely see his return as evidence that the bubble mentality is back with a vengeance.

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