I can't believe I never caught this before
I'm sitting at home on a Friday night, watching Sweet Home Alabama, cause I'm cool and have friends and a life and stuff, and I just noticed something. The sheriff is the same actor who played Ronald Miller's nerd best friend in Can't Buy Me Love. You know, the one whose house got shit on. And, Patrick Dempsy is, of course, in Sweet Home Alabama as well. I wonder if they had the same casting director or something. By the way, hilariously unoffensive google image search results for you shit on my house.