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December 2, 2008 9:42 PM PST

Should Microsoft buy itself some cool?

by Chris Matyszczyk

Cool is a slippery customer. One minute, you have it, and the next, it seems to desert you like a bon mot on a date.

Once, for perhaps four minutes, Boy George was cool. Yet today he appears to be somewhat over the weight limit for the dohyo, and he was in court apparently admitting to handcuffing a male escort. Against, in this case, the escort's will.

Which leads me to thinking of Microsoft. A fine company that still sometimes endures the image vestiges of an accountant in, um, an office building. So very PC. Yet, like so many accountants, Microsoft knows how (and where) to stash a little cash, which, in times of recession, can prove to be very seductive.

So what if Seattle's finest decided to spend a little of that money on buying itself some cool? You know, the tech equivalents of a Viktor & Rolf shirt and a Comme Des Garcons jacket.

Yes, Twitter and Digg.

Oh, of course, these bastions of sexitude might say they're not willing to sell. But what if Microsoft put enough Splenda (and that might not be so very much Splenda just at the moment) into the deal that even Messrs. Williams and Rose could not avoid the rush?

(Credit: CC Zappowbang)

Naturally, there would be massive aversion, and riots both online and in the streets. Just as there were when News Corp. bought MySpace. You don't remember the riots?

I'm not suggesting that Microsoft, instead of the discreet manner in which it has involved itself with Facebook, would create an ad campaign around its new acquisitions. On the other hand, what if it went along the marketing path of General Electric and slipped the magic words "a Microsoft company" under, say, the Digg logo?

Would the cool techy kids head for the hills? Or are they already so wedded to brands like Twitter and Digg that they'd roll with it? Especially if the Twitter and Digg offerings actually improved with Microsoft's munificence?

I know that Microsoft wants to reduce its reliance on the desktop and head for the clouds. But wouldn't that be a far more enjoyable and, dare one suggest it, image-friendly trip, with Digg and Twitter safely tucked under its perspiring armpit?

Yes, Microsoft's ideal future cloud-filled mesh platform could ultimately see many Twitters and Diggs come and go like NBC pilots. But in the short term, with Mac's market share crawling up Windows' trouser leg like a highly skilled ferret, perhaps a little financially reckless splurge on two brands with some Web cool might have a strangely emotionally positive effect on the Microsoft entity.

Let Windows, Vista and future operating systems carry on as a jiggly infrastructure somewhere below the human eyeline, and allow a variety of "Microsoft-powered" cool brands blossom. In our faces, just where we get seduced the quickest.

See, I wondered about this as I was wandering around Ross Dress For Less on Black Friday. I found myself counting all the coolness that is actually owned by one company, LVMH: Kenzo, DeBeers, Donna Karan, Tag Heuer, Fendi, and Marc Jacobs. Oh, and let's not forget Dom Perignon.

They all sit, apparently happily, next to slightly more mundane names such as Thomas Pink and Sephora. No one seems to mind. Perhaps few even know. Even though there was a time when Louis Vuitton, the LV of LVMH, really wasn't so cool at all. Now, strangely, not only is LVMH daddy to many cool schools, but its own Louis Vuitton brand has enjoyed quite the renaissance.

This is a poor analogy, of course, because there is no such thing as trendiness in tech, right?

But they once said men would never wear Spanx. Now look at this. Yes, "helix-mapping body-response technology" to hide your every manboob.

You see, recessions do have a tendency of creating the strangest of occurrences. Strangest of bedfellows, too.

Chris Matyszczyk is an award-winning creative director who advises major corporations on content creation and marketing. He brings an irreverent, sarcastic, and sometimes ironic voice to the tech world. He is a member of the CNET Blog Network and is not an employee of CNET.
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by CDubber December 3, 2008 7:42 AM PST
Buying a cool company wouldn't make Microsoft cool. It would simply make the previously-cool company uncool.

Me, I walk away from any company/service that's been acquired by Microsoft.

The Freedom to Innovate (read: buy other companies with good ideas when you can't come up with any of your own).
Reply to this comment
by freemarket--2008 December 3, 2008 8:14 AM PST
Amen.
by iertry December 3, 2008 8:12 AM PST
Microsoft is too bureaucratic too ever be cool. The fact that they have to hold back innovation because BUSINESSES don't want change is the main factor stopping them ever being cool. They are a business company not a consumer company. By his is mean that their main priority is businesses. Consumers are a by product of this. Apple is arrogant and can come out with new cool products whenever it wants, it can break software with OS updates and it doesn't get any bad press because consumers don't rely on apps as much as businesses do.

Just my two cents
Reply to this comment
by Earl Benzar December 3, 2008 9:07 AM PST
This is a ridiculous article. Microsoft is the epitome of boring, and the minute they buy Twitter or Digg, as you suggest, marks the end of those services as viable. Cool are the upstarts, not the old farts in Redmond. Besides, we all know what would happen, Twitter would suddenly stop functioning on Firefox, Safari, and Opera; it would get "embedded" into Windows 7 in such a way that would make it "part of the OS", and it would tweetle off and die just like WebTV did.
Reply to this comment
by Perry_Clease December 3, 2008 9:21 AM PST
Okay as an Apple FanBoy I usually don't comment on Windows and MircoSoft stories, I will leave that to the trolls, though I may read the articles just to keep up on the news. There is no reason MicroSoft can't become "cool", they can't buy it, they have to become it and cool come from someplace deep inside. Someone who is "cool" looks cool when wearing a sooty boiler suit as much as they do when they are wearing an Armani suit.

MicroSoft can be both a cool and a big bureaucracy. They can keep their legacy stuff for hidebound businesses going while moving people on to newer, cooler and more importantly better things. They have some talented engineers and designers if they would just unleash them or least put them on a real long leash.

Just my two bits :)
Reply to this comment
by ChrisMatyszczyk December 3, 2008 2:45 PM PST
And a very persuasive couple of bits you have there. Perry_Clease.

Chris
by t8 December 3, 2008 12:30 PM PST
Microsoft is a cancer to cool. Whatever they touch becomes uncool.
Reply to this comment
by Maxwell Studly December 3, 2008 1:05 PM PST
For all the comments about how uncool Microsoft supposedly is, you guys strike me as being some of the most boring/uncool people on Earth. In fact, I'm now boring by association...almost. Don't cry.
Reply to this comment
by t8 December 3, 2008 11:49 PM PST
Wow and am I now cool by association with you?
by Vegaman_Dan December 3, 2008 1:32 PM PST
To all those clamoring how Microsoft is the antipathy of 'cool'.

Xbox.

As those gamers if the Xbox is cool. This is a good model to follow if MSFT wants to update its image in other areas.
Reply to this comment
by ChrisMatyszczyk December 3, 2008 2:09 PM PST
Quite right, Vegaman_Dan.

Does anyone refuse to use XBox because it's MSFT owned? I don't think so.

Chris
by t8 December 3, 2008 2:11 PM PST
Me. I won't touch it because I don't buy from companies I dislike.
by Penguinisto December 3, 2008 9:14 PM PST
Not so sure there. A lot of the games written for it (even frickin' Halo) have a ton of cool factor, but the console itself? ...not happening there so much.

Being a game console gives the xbox some coolness, but it's a smelly old man compared to the pure coolness that drips from the PS3 (built-in BluRay, hefty HDD space, sleek black case) and the Wii (two words: the controllers).

By the by: A lot of folks refuse the xbox not due to any cool factor or who makes it, but because of the RROD plague it suffered, the relative lack of features (if you feature it up to PS3 specs, it actually costs more than a PS3), the HD-DVD debacle, etc.
by t8 December 3, 2008 2:10 PM PST
Me. I won't touch it because I don't buy from companies I dislike.
Reply to this comment
by AppleSuxLeo December 3, 2008 2:12 PM PST
Are burned-out Hippies wearing faded jeans and black turtlenecks still cool ?
Reply to this comment
by ChrisMatyszczyk December 3, 2008 2:44 PM PST
That is a really good question, AppleSuxLeo.

I will think about that for the rest of the day and get back to you..

Chris
by Perry_Clease December 3, 2008 6:22 PM PST
Seeing as Chris has not yet responded to your specious statement I will answer it. Steve Jobs is not a burned out hippie, but he is cool.

Will a blog troll ever be cool? Sure, but it would be a Herculean task and involve a lot of maturing. Might make a good movie, My Fair Troll
by testusernamekat December 3, 2008 9:21 PM PST
still no word from Chris?
by ChrisMatyszczyk December 3, 2008 11:07 PM PST
OK, so I've thought about this.

And the only answer I can come up with is a question: is power cool?

Chris
by testusernamekat December 3, 2008 9:17 PM PST
hmmm. Cool as a commodity
Reply to this comment
by mahauma December 4, 2008 7:02 AM PST
MSFT = Boy George
Twitter = male escort
Reply to this comment
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About Technically Incorrect

Chris Matyszczyk brings a fresh and irreverent perspective to the tech world in his CNET blog, Technically Incorrect. He is a member of the CNET Blog Network and is not an employee of CNET.

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