Kendall, when you say email server do you mean email programme (which is what Outlook is)? If so, then by "having a lot of trouble" I take it you're referring to security hassles!

Regardless of whether you go Mac or stay with PC, you need to download Mozilla's free email programme Thunderbird, which will perch quite happily in either a Mac or a PC. It's put out by the same people who do the Firefox web browser. I have both Thunderbird and Firefox and they will cohabit quite peacefully with either Internet Explorer & Outlook OR Safari & Mail (Mac equivalents).

Link here: http://www.mozilla.com/en-US/

'Thunderbird 2" is a little ways down the page, beneath Firefox. Got a good spam filter too. Free too. Go for it.