NICK DOUGLAS — Look, I can dig old people. Just because I'm young, energetic and oversexed doesn't mean I'm not aware that some day I'll reach the doddering age of 25. But I know there's a way to keep my inner child, or at least my inner arrogant college junior, by watching the example of still-cool graybeards like Steve Jobs. Guys like Yahoo's awkward CEO Terry Semel, though, show that you can't earn cool just by trying hard. While some of the following lords of tech have kept their cool past age 50, some have turned into embarrassing old men.