An embodiment of the present invention automatically detects when a user is in a state of vacillation based on user on-line behavior, records relevant parameters regarding the vacillation event, and then responds accordingly. This response may include providing relevant and/or targeted information that can be used by the user to help remove the indecision. The response may also or alternatively include providing third-party businesses, such as retailers, marketers, and advertisers, with information about vacillation events and associated behaviors for a single user or groups of users so that such businesses can identify potential markets/customers or directly engage similar users to facilitate the decision-making process.