Abstract: A collateral generation system generates and sends physical direct mail to one or more users on behalf of an entity with which the users have interacted. The collateral generation system can send physical direct mail to prospects, who may not have a prior relationship with the entity. In general, prospects would not normally be sent mailings because the entity lacks some primary information about the entity, such as an address or sufficient identifying information to obtain an address of the entity. The collateral generation system identifies prospects based on activity online and obtains mailing addresses of the prospects from an identification service while retaining user anonymity of those prospects. The collateral generation system generates collateral, which may be personalized for a defined block group of prospects (e.g., individuals or organizations), and the collateral is sent as physical mail to the prospects on behalf of the entity.