Aol Inc.

Yahoo Ad Tech LLC

Orey Gilliam

An instant message sender user interface for an instant messaging communications session involving an instant message sender and an instant message recipient is rendered, the user interface including a conversation window. User input is entered by the instant message sender through manipulation of the user interface, the user input including data for transmission as an instant message from the instant message sender. An instruction by the instant message sender to send the data to the instant message recipient based on manipulation by the instant message sender of the user interface is resolved. Display of advertising content on the user interface is triggered responsive to the instruction by the instant message sender to send the data to the instant message recipient. The advertising content is displayed in the conversation window during at least a portion of the time that the instant message sender awaits a reply from the instant message recipient.

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Raanana, Israel

Orey Gilliam