The present disclosure relates to a voice assistant that may provide a generalized recommendation based on a natural flow of a conversation and thereafter, generate specific advertisements if there is interest in the generalized recommendation. In an illustrative embodiment, the voice assistant operating on a vehicle computing system may interact with a driver or operator of the vehicle to both respond to and anticipate the user's needs. The voice assistant may identify potential advertisements based on communications with the driver or occupant. The generalized recommendation related to the potential advertisements may be provided to the driver or occupant. If there is interest, the voice assistant may provide an advertisement within the potential advertisements. Real-time information from a location of the advertisement may also be provided that typify the feeling of the location to further draw interest to the advertisement.