At Spiceworks, we really wanted to stop supporting older versions of IE, but understood from the stats we collected that 5-10% of our users were still on old versions. So we came up with an upgrade strategy.
Whenever you’re asking someone to do something that might be a little unpleasant, it helps if you make it enjoyable, or funny. That’s basic User Experience. Take their mind off the bad part— “You want me to what?”—by distracting them with laughs.
So catering to an audience of IT guys, I thought making an Office Space joke would be appropriate.
And apparently it worked, because it just made it to the front page of reddit today!