The real difference is that at the end of the year, with MS, you still have closed software being managed by a mediocre admin and are pretty much limited to what the vendor wrote in the software and what your admin can find on google.
With the second option, you've still spent $60k, but you started with a much higher level of base competence and things usually go up from there. At the end of the year you have many more options and much more flexibility in what you're capable of, IT wise and business wise, with that higher level of competence.
I'd much rather, and when it's been my decision to make have always, put my money in people rather than software licenses. If I need to solve a problem "right now!", then I'm likely to buy a solution that solves that problem "right now!" but even then with an eye towards what problems will that solution allow me to solve later.