Recently did a migration from SBS2003 to SBS2011 for a client. While I don’t know if this issue was present prior to the migration, it was only brought to my attention now.
There is a user (example username: sales) that was used by another employee in the past (name: michelle). When other employees within the organization start to email the SALES user, the recommendation that comes up in outlook shows as: Sales
The other problem, is that some emails that users receive from the SALEs user, they comes in as if they were sent from the older user “Michelle”.