More expensive as far as the host, but is it cheaper to train all the employees using this software currently to work on a different platform? Or atleast using other software, or a total different setup in Outlook.
Its nothing anyone here could/should decide for you. If this is your firm, you need to think whether you want to pass up the training already taken care of with the older software, combined with the cheaper as far as the email hosting goes, With your current solution of having to spend a bit more money/time on finding a good host and not having to worry about getting the rest of the office up to speed on doing work other ways.
Another factor you might want to consider is how critical is it that you stick with the current platform. Can you accept having a few weeks/months that are sketchy at best with employees not knowing how to deal with the other software?
I would recommend that you poke around people's signatures, use the Host Quote feature above, do a search on anyone that you're interested in and ask your prospective hosts a lot of questions before hand. What you're looking for is very reasonable and with your budget, you should be able to get some good hosting. With your budget, I would probably recommend www.pair.com
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