I like the concept of art vs science in taxation. I think of it as a puzzle, where the pieces fit together in several patterns that are "right" (i.e., legally correct), but where some result in lower taxes than others. Do you want a lower income tax now with exposure to higher inheritance tax? Do you want to reduce your eventual inheritance tax down to zero, but have higher debts? If giving all your money to your spouse would drop your income tax down to zero, would you do it or would you worry s/he might run off with it? There's no way a programme can handle these kinds of meta-decisions; the art of taxation is this sort of planning rather than just chucking the year-end's figures into a machine.
The more money you make, the more pieces of the jigsaw puzzle there are to bounce around. There are very sophisticated programmes to produce tax returns used by accountants, but realistically, they only do what you tell them to do - so it's the accountant who's making the decisions, not the programme.