Abstract: A system and method for providing communication assistance service based call alerting to an on-line data network user who has not pre-subscribed for automated data network call notification service, and connecting an incoming call at the on-line user's request. Initially, a Trunk Offering feature request or a call completion request to an on-line data network user is received at a voice network operator position system manned by either a live or automated communication assistance service entity, and which runs a service package application software program. The caller is prompted for caller information and a call alert charging strategy is established. The communication assistance service entity then requests that the on-line user be notified of the call request via the data network. After the online user is determined to be available for call alerting, the call alert charging strategy is implemented.