unlike changing positive and negative around, which, if mistakes are made will likely kill people, Tau is unlikely to do just that.
Mathematicians are the least affected, they are used to using multiple symbols for the same concept in different areas, and are likely the most capable of handling the change.
You are falling prey to the short-sigthed-ness which humans often base their decisions. It is of evolutionary benefit if you don't know when you will die and there is a high chance that you will not live for another year then you are best off investing your resources in the short-term - governments are notoriously bad at convincing people to invest in their own retirement, and that is because humans are notoriously bad at thinking in these terms.
You would punish countless generations for the small effort now.
Not only that, the number of man-hours, when distributed over the number of individuals, will feel like nothing what-so-ever. Everyday you read over a page which happens to contain a Pi you will take a vanishingly small amount of your time out of your day.
The fact that this time adds up to a huge amount is trivial.
And in the meanwhile, if you can explain why this is the better Circle ratio, you can inform individuals both of the traditional and cultural values which propagated it to this point AND hopefully convey some understanding of the usefullness of the Circle ratio itself.