[...] So it goes with software. That software which is flexible, simple, sloppy, tolerant, and altogether forgiving of human foibles and weaknesses turns out to be actually the most steel cored, able to survive and grow while that software which is demanding, abstract, rich but systematized, turns out to collapse in on itself in a slow and grim implosion.
Consider the spreadsheet. It is a protean, sloppy, plastic, flexible medium that is, ironically, the despair of all accountants and auditors because it is virtually impossible to reliably understand a truly complex and rich spreadsheet. Lotus corporation (now IBM), filled with Harvard MBA’s and PhD’s in CS from MIT, built Improv. Improv set out "to fix all this". It was an auditors dream. It provided rarified heights of abstraction, formalisms for rows and columns, and in short was truly comprehensible. It failed utterly, not because it failed in its ambitions but because it succeeded.
Consider search. I remember the first clunky demos that Microsoft presented when Bill Gates first started to talk about Information at your fingertips with their complex screens for entering search criteria and their ability to handle Boolean logic. One of my own products, Access had the seemingly easier Query by Example. Yet, today half a billion people search every day and what do they use? Not Query by Example. Not Boolean logic. They use a solution of staggering simplicity and ambiguity, namely free text search. The engineering is hard, but the user model is simple and sloppy. [...]
A great post by Adam Bosworth on software design. Read the full thing here.