I'm getting an iPhone when:
Apple provides OTA sync with .Mac (contacts, calendars, & notes)
Apple provides a way to edit Word and Excel documents (needed for work - use it every single day)
Right now I'm on a family of an employee plan with Sprint - $15 a month with everything but I'm willing to pay out the nose for an iPhone even on a sub-par network like AT&T because WM and Palm "Smart" phones suck so horribly bad. I can't believe that in 2008 you need a god-damned stylus to get to most functions on a smart phone.