These aren't what most people call 'technical books' - that would be SICP, TAoCP etc. as another commenter said.<p>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.<p>My own candidate for greatest of all time in this category is <i>Computer Power
and Human Reason</i> 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.<p>Other classics in this category:<p><i>Tools for Conviviality</i> Ivan Illich (1973)<p><i>The Technological Society</i> Jacques Ellul (1954, English translation 1964)<p><i>The Human Use of Human Beings</i> Norbert Wiener (1950)<p><i>Technics and Civilization</i> Lewis Mumford (1934)<p>I admit I have only read brief excerpts from these -- but they have all been influential.<p>[edit: I see I overlooked the 'still in print' restriction. BUT if you want 'the greatest of all time' you have to relax that.]