His reviews would've been a lot funnier if Arsdigita didn't crash and burn years ago.
On the other hand, it's famously uncertain as to whether that's his fault: http://waxy.org/random/arsdigita/ . I haven't seen a compelling rebuttal of this narrative.
I don't know if it was anyone's fault really. They were a services company whose business model only made sense in the halcyon days of dotcom 1.0.
Maybe they could have used that as a launching pad for something that would have survived the trough, or maybe they could have been acquired at the perfect time a la Mark Cuban and our gracious host, but the fact that they didn't doesn't much point to any fatal failures of judgment. A lot of people got swept up in the bubble and subsequent crash (just as a lot of people are getting swept up in dotcom 2.0 and will cry bitter tears when it too crashes.)
On the other hand, it's famously uncertain as to whether that's his fault: http://waxy.org/random/arsdigita/ . I haven't seen a compelling rebuttal of this narrative.