The estimable Ron Friedman, who's been covering legal technology since 1989, has done a nice recap of the past 25 years of legal technology for The American Lawyer.  Two messages here:

• No matter how much you may bitch and moan at technology today, it's useful to be reminded how far we've come. I personally recall when Davis-Polk used vi for word-processing.  (Count yourself fortunate if you've never heard of "vi"; it's a UNIX text editing program [with apologies to the Slashdot crowd].)
• Predictions of where technology will go are utterly useless; the only meaningful rule is to be ever-vigilant, flexible, and to adapt.

Sometimes in reading articles like Ron's I am momentarily seized by the desire to be 10 years old again, just so I could live to see another generation of technological innovation.  But then I remember the purgatory that was adolescence and come to my senses.