If this is a work machine, you don't want to be doing anything as major as upgrading the OS without getting the blessing of the company IT department first. At a lot of companies, what you're proposing is a great way to find yourself looking for a new job.
If it's a work machine, just let the company IT department deal with it. I know IT types have a reputation for being control freaks and everything, but the truth is there's a very good reason for that. People have a tendency to just kind of shut down the more analytical parts of their brains when put in front of a computer and do all manner of stupid things that they would never do in almost any other context. So while the better overall solution would be to figure out a way to keep people from turning into drooling idiots when put in front of a computer, that could take years of education and companies need to figure out how to protect themselves against employees doing stupid things in the interim. Like, say, upgrading the OS without making sure all the software will work properly, working out details involved with licensing, there's all manner of security threats to consider, having to support a mixed platform environment means more work for the IT staff and so on. If this is a work machine, do not touch the software configuration on it.