Check your User Assignment Groups if the users from Office 2 is also included in the User assignment group where you implemented the policy.
Its probable that the users from Office 2 is not included in the assignment group therefore no policy is being triggered.
I've been veryfied User Assignment Groups allways. It is normal and correct.
I forgot to say that when I look at DLP Monitor I don't see messages about applying this rules, at least not all. More NO, then YES. Agents on workstation is avialable, because Device Block rule works.