I have a client that I would like to move off of SBS 2008 and get them on Server 2012 essentials and Office 365 instead. My experience with Office 365 so far has been pretty small scale. This user has some special journaling requirements that I will need to recreate in the Office 365 environment.
Currently they have 2 datastores. One is for their Financial business and the second for their CPA business. There is a journaling rule setup to capture and forward all email to and from the Financial datastore to a third party journaling soution (Smarsh). I believe it simply forwards to an email address provided by Smarsh. The rule was implemented directly as a property of the Financial Datastore.
The second journaling requirement is for their CRM tool. In this case two email distribution groups were created, one for the CPA's and one for the Financial guys. Each user is assigned to a group. Two journaling rules were created at the Organizational level to forward all emails to the CRM tool based on the rule associated with each distribution group.
So..... my question is how hard is this going to be to recreate this setup in Office 365. The very few times I ever tried to accomplish more advanced tasks in Office 365 I was stopped by the complexity of trying to get the associated Power Shell commands to actually work with hosted Exchange.
I really want to get these guys off SBS but have been reluctant to do so because of my concern over trying to implement journaling and multiple datastores in Office 365