He was a
One of the early associates of HotWired, Caleb was a HotJester. Juggling balls, toys, parrots were always on hand. Otherwise, he would deftly dazzle you with a bit of his playful intellect. He was charmingly haughty. Perhaps it's that all copy editors are pedantic, but he performed his pedantry with a flourish.
Caleb did an admirable tour of duty in internet content startups, HotWired, CNet, eventually ending up at Reel.com with some good timing.
He always chatted, you might still find him on SpaceBar.