These aren't what most people call 'technical books' - that would be SICP, TAoCP etc. as another commenter said.

Instead, these are mostly reporting and memoir about the tech scene and the social effects of tech from a critical point of view. That's a valid category, and these books are okay, some are quite good. BUT they are almost all from the last few years - I would expect 'greatest of all time' to include some true classics.

My own candidate for greatest of all time in this category is Computer Power and Human Reason by Joseph Weizenbaum (1976). He wrote Eliza, the very first AI chat program, almost sixty years ago. I reread this book recently and it is still very pertinent, especially his discussion of AI.

Other classics in this category:

Tools for Conviviality Ivan Illich (1973)

The Technological Society Jacques Ellul (1954, English translation 1964)

The Human Use of Human Beings Norbert Wiener (1950)

Technics and Civilization Lewis Mumford (1934)

I admit I have only read brief excerpts from these -- but they have all been influential.

[edit: I see I overlooked the 'still in print' restriction. BUT if you want 'the greatest of all time' you have to relax that.]