In the same way that there’s an underlying culture keeping Apple on track well after Steve Jobs has died, so too does Microsoft have an underlying culture holding them back from making great software that doesn’t have a ton of baggage.
I stopped using Windows when I purchased my first mac in 2006. Since then Microsoft hasn’t released anything that could convince me to switch back, and that’s a serious problem.
Windows 10 could be the beginning of a new Microsoft that has a better understanding of what its users actually want in their software. But, I have to see a lot more than a mediocre update to their OS and a new CEO. If Microsoft is ever going to make truly great software again, it’ll take major cultural changes in everyone from the CEO all the way down to the rank and file.