As far as I know, when painters worked together on a painting, they never worked on the same parts. It was common for the master to paint the principal figures and for assistants to paint the others and the background. But you never had one guy painting over the work of another.
I think this is the right model for collaboration in software too. Don't push it too far. When a piece of code is being hacked by three or four different people, no one of whom really owns it, it will end up being like a common-room. It will tend to feel bleak and abandoned, and accumulate cruft. The right way to collaborate, I think, is to divide projects into sharply defined modules, each with a definite owner, and with interfaces between them that are as carefully designed and, if possible, as articulated as programming languages.
Like painting, most software is intended for a human audience. And so hackers, like painters, must have empathy to do really great work. You have to be able to see things from the user's point of view.
When I was a kid I was always being told to look at things from someone else's point of view. What this always meant in practice was to do what someone else wanted, instead of what I wanted. This of course gave empathy a bad name, and I made a point of not cultivating it.
Boy, was I wrong. It turns out that looking at things from other people's point of view is practically the secret of success. It doesn't necessarily mean being self-sacrificing. Far from it. Understanding how someone else sees things doesn't imply that you'll act in his interest; in some situations-- in war, for example-- you want to do exactly the opposite. [4]
Most makers make things for a human audience. And to engage an audience you have to understand what they need. Nearly all the greatest paintings are paintings of people, for example, because people are what people are interested in.
Empathy is probably the single most important difference between a good hacker and a great one. Some hackers are quite smart, but when it comes to empathy are practically solipsists. It's hard for such people to design great software [5], because they can't see things from the user's point of view.
One way to tell how good people are at empathy is to watch them explain a technical question to someone without a technical background. We probably all know people who, though otherwise smart, are just comically bad at this. If someone asks them at a dinner party what a programming language is, they'll say something like ``Oh, a high-level language is what the compiler uses as input to generate object code.'' High-level language? Compiler? Object code? Someone who doesn't know what a programming language is obviously doesn't know what these things are, either.
Part of what software has to do is explain itself. So to write good software you have to understand how little users understand. They're going to walk up to the software with no preparation, and it had better do what they guess it will, because they're not going to read the manual. The best system I've ever seen in this respect was the original Macintosh, in 1985. It did what software almost never does: it just worked. [6]
Source code, too, should explain itself. If I could get people to remember just one quote about programming, it would be the one at the beginning of Structure and Interpretation of Computer Programs.
Programs should be written for people to read, and only incidentally for machines to execute.
You need to have empathy not just for your users, but for your readers. It's in your interest, because you'll be one of them. Many a hacker has written a program only to find on returning to it six months later that he has no idea how it works. I know several people who've sworn off Perl after such experiences. [7]
Lack of empathy is associated with intelligence, to the point that there is even something of a fashion for it in some places. But I don't think there's any correlation. You can do well in math and the natural sciences without having to learn empathy, and people in these fields tend to be smart, so the two qualities have come to be associated. But there are plenty of dumb people who are bad at empathy too. Just listen to the people who call in with questions on talk shows. They ask whatever it is they're asking in such a roundabout way that the hosts often have to rephrase the question for them.
So, if hacking works like painting and writing, is it as cool? After all, you only get one life. You might as well spend it working on something great.
Unfortunately, the question is hard to answer. There is always a big time lag in prestige. It's like light from a distant star. Painting has prestige now because of great work people did five hundred years ago. At the time, no one thought these paintings were as important as we do today. It would have seemed very odd to people at the time that Federico da Montefeltro, the Duke of Urbino, would one day be known mostly as the guy with the strange nose in a painting by Piero della Francesca.
So while I admit that hacking doesn't seem as cool as painting now, we should remember that painting itself didn't seem as cool in its glory days as it does now.
What we can say with some confidence is that these are the glory days of hacking. In most fields the great work is done early on. The paintings made between 1430 and 1500 are still unsurpassed. Shakespeare appeared just as professional theater was being born, and pushed the medium so far that every playwright since has had to live in his shadow. Albrecht Durer did the same thing with engraving, and Jane Austen with the novel.
Over and over we see the same pattern. A new medium appears, and people are so excited about it that they explore most of its possibilities in the first couple generations. Hacking seems to be in this phase now.
Painting was not, in Leonardo's time, as cool as his work helped make it. How cool hacking turns out to be will depend on what we can do with this new medium.
[1] The greatest damage that photography has done to painting may be the fact that it killed the best day job. Most of the great painters in history supported themselves by painting portraits.
[2] I've been told that Microsoft discourages employees from contributing to open-source projects, even in their spare time. But so many of the best hackers work on open-source projects now that the main effect of this policy may be to ensure that they won't be able to hire any first-rate programmers.
[3] What you learn about programming in college is much like what you learn about books or clothes or dating: what bad taste you had in high school.
[4] Here's an example of applied empathy. At Viaweb, if we couldn't decide between two alternatives, we'd ask, what would our competitors hate most? At one point a competitor added a feature to their software that was basically useless, but since it was one of few they had that we didn't, they made much of it in the trade press. We could have tried to explain that the feature was useless, but we decided it would annoy our competitor more if we just implemented it ourselves, so we hacked together our own version that afternoon.
[5] Except text editors and compilers. Hackers don't need empathy to design these, because they are themselves typical users.
[6] Well, almost. They overshot the available RAM somewhat, causing much inconvenient disk swapping, but this could be fixed within a few months by buying an additional disk drive.
[7] The way to make programs easy to read is not to stuff them with comments. I would take Abelson and Sussman's quote a step further. Programming languages should be designed to express algorithms, and only incidentally to tell computers how to execute them. A good programming language ought to be better for explaining software than English. You should only need comments when there is some kind of kludge you need to warn readers about, just as on a road there are only arrows on parts with unexpectedly sharp curves.