Outlook 2013 with Exchange 2007 - out of office problem

We are using outlook 2013 with Exchange 2007. When users select their out of office it will work fine for the first day, however there after the Out of Office replies stop working. Out of Office is set correctly within Outlook, but what we have found is that if the user opens Outlook the Out of Office starts to work again. Also when the user opens Outlook it takes around two minutes before it registers that Out of Office is on.

Any Ideas?