You Don't Know Jack - 5th Dementia Party Pack
Try to play against opponents who are not as in touch with pop
culture as you are it will surely give you an edge.
If you're playing against friends and don't know a question,
figure out two options that are almost surely not correct,
and casually mention that you can't decide between one or the
other. When one of your idiot friends buzzes in with one of
the wrong answers, you'll feel good about yourself.
If you get the first question wrong, why not restart the
game? No one likes to get off on the wrong foot.