Every time for me out of a sample of one :-)
Can. but not always and not always seamlessly. If the right 2 bit libraries are not available, you are in serious geek territory to get things working.
But doesn't work properly. Ditto acrobat.
Things that have caused me issues were
32 bit HP scanner module. Simply did not work Lack of proper CUPS support for brand new laser printer. Didn't work on the OSX Tiger either. Needed to find something close.. NOT a 32/64 bit issue Google earth. Needed extra stuff to work 32 bit Adobe acrobat. Didn't work at all. 64 bit Flash plugin. Breaks on some sites.Now that's on Lenny. Debian have new release and it looks a lot better. Maybe the non-free stuff will work.
I wouldn't go back to 32bit, but don't expect there to be instant third party support for 54 bit to the level that exists on 32 bit.