[beachy]

The Mythical Man Month by Fred Brooks is always worth a read. It's now an ancient tome (e.g talk of how much storage space comments take up) but there is a lot of wisdom there and it certainly ticks the historical box. It's one of the only books I re-read regularly.

[jdougan]

I also reread MMM from time to time. Also Peopleware and Yourdon's Death March.