Saying that it doesn't matter because computers do it for us is just hiding dirt under the carpet. I agree that timezone and second adjustments are more problematic, but having a more rational overall approach would also help there: you would have a "hack zone" where to dump all the madness (the special 1-day/2-days period), making it easier to deal with any adjustment. Currently, you are inserting most changes on 1 January and / or 31 December, but then also hacking February for no particular reason, all the while not being able to use the week as a meaningful unit.
Throughout history, we experienced periods when people would not shy away from bold cultural and rational changes in order to improve life for future generations. Holding the (adjusted) Gregorian calendar as an ultimate taboo is just sad.
In general, I can't imagine what month reform could be done that would be worth the pain of switching. Computers are doing all the hard calculations now. While calendars throw programmers for a loop sometimes, what really nails programmers (and therefore computers) are timezones and all the screwy things we do with seconds. Changing calendars is orthogonal to those problems, and the possibility of real reform on that front is more likely, since the costs/benefits work out more pleasingly.