There was an interesting article and graph on Business Insider on how Apple has beaten the Microsoft monopoly.
In 2008, 28% of Windows users had an Apple product. In 2013, that number was up to 70%. Seven out of every ten Windows users have an Apple product today. Apple could not beat the incumbent monopolist in the operating system game, so they changed the game. And now Apple is worth around 500 billion and Microsoft at 300 billion is trying to keep up.
If you are faced with a hopeless obstacle, look for ways to circumvent it. IT people tend to have very linear minds, but there are always options to change the game. Make sure you have someone on your team who can generate creative ideas.