I went to Lifeway Online's website to see if they had a tech support section but it looks like they didn't.  From what you've told me about Outlook and Outlook express, I'm guessing their software configured Outlook express and not Outlook to their mail servers.  I know of a lot of ISPs that do that.  They don't think that many users use Outlook and so totally disregard it.  I'm guessing that you will need to change your incoming and perhaps your SMTP mail servers in Outlook.  You can check it out in Outlook Express since you say that is working.  Go to Tool > Accounts > (highlight your ISP mail account) Properties > Servers tab and check what it says for your POP3 and SMTP servers and compare that with the ones in Eudora...then check the ones listed in Outlook.

I had the same problem when I switched to cable (Road Runner) I had to change my SMTP mail server to route through their servers in order for me to send mail out.  I also noticed that they had an 800 tech support number listed in their HELP section (bottom of the screen).  If changing the mail servers doesn't work then I would suggest giving them a call.

From what I can tell with Eudora, if you want to import something from Outlook/Outlook Express, you can only import the settings for the account and not the messages.  Importing the regular way only goes for Netscape or Outlook Express.  If you need to import something from Outlook then you'll need to click on the "Advanced" tab in the import window.  It will direct to you what files you need to look for at the top of each blank box.  I also checked the Eudora help files and they also give you step by step instructions on how to import you mail settings.  Search for "import" in the Index tab.  Let me know if this works...