I *sometimes* don't mind an overnight connection to get an award seat I want. That's actually semi-common from my home airport to Central America or the Caribbean since there are so many morning flights out of one of the southern hub cities. If I can leave home at 7PM or so, do an overnight, and then land at my destination at lunchtime the next day...I consider it just as good (better in a way) than departing in the morning and arriving in the evening. Sometimes that's the only way to do it anyway.

Of course all of these airports where I've done this...ATL, MIA, DFW, CLT...are easy places to grab a cheap airport hotel...

What I really hate is an itin that leaves me with a 3-4 hour layover. Not much you can really do with that... Nine hours presents options if you want to see that city or have friends there.