Abstract: During an instant message conversation, instant message users may be presented with advertisements, news headlines, hyperlinks to web pages, and other additional information. It may be advantageous to provide targeted information that may be relevant to the current conversation between the instant message users. As provided herein, an endorsable entity may be presented to an instant message user based upon parsing an instant message from an instant message conversation. An instant message may be parsed for a proper noun (e.g., a word or grouping of words within the instant message text). The proper noun (e.g., a retail product) may be compared to an index to determine a topic of interest (e.g., a manufacturer of the particular retail product). The topic of interest may be used to determined an endorsable entity (e.g., an advertisement of the manufacturer), which may be presented to instant message users engaged in the instant message conversation.