I never dated a guy that was shorter then me or the same height as I am (5'7"). It makes me feel big and I don't like that. Plus if I wear heels its even worse... My husband is 6'2" and outweighs me by almost 100lbs.
It shouldn't matter, and as far as jobs I never cosidered it, but I do think women as a general rule like their man to be taller then they are...
But there is another solution to that.... If your a 5'5" guy, find a 5'0" woman! Then you will feel tall.
When I was in the army I noticed that the "shorter guys" basically under 5'8" seemed to be bothered by it. But I also noticed they were always the ones talking the most shit too hehe!!
Maybe its like dogs... ever notice how those little tiny kick me dogs bark like crazy compared to big dogs? A defense mechanism perhaps?