Why did Republicans think running Bob Dole was a good idea?
with hindsight couldn't you ask that about every losing non-incumbent candidate going back a long ways? at least the last 8 or so. Possible exceptions being McCain and Gore.
Something about nominating a sitting congressional leader with less charisma than a tuna can strikes me as a peculiarly disastrous choice, especially off a historic midterm victory for your party and presumably with high expectations for the next election. When Powell said he was out it's like the Republicans just gave up, because none of the Republicans who ran that year would have beaten Clinton and they settled on the lousiest choice (well, lousiest after Buchanan).