A new multi-patented data technology platform which focuses data collection on user anonymous calendar events as contextual keywords matched to more relevant Advertising and Marketing content. PromptsAi uses no personal data, information, or tracking histories. The Privacy-by-Design approach has privacy inherently built into the system to provide a faster path to address and mitigate the industry challenge: PRIVACY and government compliance reg’s like GDPR and CCPA. PromptsAi uses a simple “3-W” common language focused on What (contextual events and activities), Where (General area location of events), and When (Timing in proximity of event) to match more relevant content focused on potential needs. The patented methodology leaves the user anonymous, un-identifiable and un-trackable. PromptsAi is not a product, it is an 8-patented predictive data technology platform which can be integrated into countless applications. For Advertisers and Marketers, PromptsAi opens a new sales channel for incremental-non disruptive new revenue streams.