Would someone just buy that man a toupee?

David on the I think Microsoft would be wise to remember that trying to buy cool has a tendency of making you look even more like a dork. I guess they have to try something — anything — to improve their image to investors, entrepreneurs, future employees, and the media.

Ouch, this means it’s not just me that thinks Microsoft is making some major blunders.

But this is the problem when you’ve got higher-ups who just don’t understand cool. Microsoft never did. They were never hip and happening any further than the celebs they’d invite to their product launches, most of whom were very public Mac users. Further pinning their hopes for the future on Ray Ozzie (whose very name should inspire fear and doubt due to inflicting Lotus Notes on the world), Microsoft is definitely entering the Autumn of their time. Sure, they’re still pulling in billions in revenue, but for how long. It took them 30 years to get where they are now, it’ll probably take another 20 of them to fall.