Leap!! Go on!!
Jamie, sorry really swamped and way behind with an assignment...but have you looked up the vendors sites for these systems? Such as going to the Epson site and looking up that model to see if it works on a Mac? (Not forgetting that Macs also run Windows these days, so if worse got to worse, you could just reboot into Windows).
Re the iPaq...check out
http://www.markspace.com/ although I can't get the site to load tonight? MissingSync is well known and may have an iPaq solution.
Re dealers...I'll leave that to others...but you could also buy direct from Apple (like I just did) and support the site at no extra cost to you...just start your shopping by clicking on the link in my forum signature.
Cheers, Phil