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The KnightThe Knight 

Can we assign multiple roles to a single user at a time?


   When I try to assign a new role to a user who's role is already defined. The former role is divested for the user. Can't we assign multiple role to the same user at a time? Ex: A User can have roles CEO and CFO or some other role which is in some other hierarchy.

A user can only have 1 Role. The Role hierarchy is primarily used for data visibility. You could use Sharing Rules to add-on the custom rules you want to share between different roles.
Anilkumar KotaAnilkumar Kota
Sorry you cannot assign either multiple profiles or roles to a single user. One would typically create a single profile with sufficient permissions and then place the users of this profile high enough up in the role hierarchy.