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Mail Rules for Groups of Email Addresses (in the To field)

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My employer has recently asked me to help him set up a system whereby his emails can be managed in the 'cloud' rather than through desktop clients. In order to do this we have tried to replicate the current functionality we are getting from using Mozilla Thunderbird (similar functionality exists in Outlook 2013) but we are having difficulty.

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1. When an email arrives the 'To' field is checked and depending on which Address Book the 'To' email address is located in, it will be moved to a particular folder.

There are several Address Books and each one contains lots of email addresses.

2. We signed up for Office 365 Small Business and have been trying to configure the Outlook 356 web client to replicate this but haven't been able to.

Our first discovery was that there doesn't seem to be multiple Address Book functionality. However we can set up Groups of email addresses which, whilst not quite the same, seemed sufficient for our purposes. We then went through the process of setting up 'Inbox Rules' which were supposed to sort based on these Email Groups only to find that didn't work (and gave a unhelpful error message). We then checked with Microsoft Support to find out if this was a known problem:http://community.office365.com/en-us/f/158/t/186508.aspx (our post is the one with many screenshots). Microsoft Support indicated that this was normal behaviour and offered no additional ways of accomplishing what we wanted to do.

Therefore is seems like Outlook 365 only offers filtering on manually input lists of individual email addresses which is not practical for our uses.

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Does anyone here have any suggestions how we could accomplish this filtering to folders using groups of emails? Would upgrading to a more expensive Exchange 365 package help?

We have read about mail routing and Exchange Online Protection but this seems to be more about dealing with spam, malware, controlling the content of emails sent FROM us or routing incoming email to particular mailboxes (not folders?).

We are novices at this so we may be missing something but it seems bizarre that it is so difficult to replicate simple functionality that is even offered in free email clients like Mozilla Thunderbird.

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