Abstract: The present invention relates to systems and methods of digital interactions with users, and in particular systems and methods operating a voice-activated advertising system for any digital device platform that has connection to Internet and microphone. The systems and methods including the generation and digital insertion of pre-recorded audio advertisements or text-to-speech generated voice ads, followed by recording users' voice response to ad and understanding user's intents, providing ad response to user based on intents internal ad logic, and analysis of the end-user device and user data for further user engagement with the voice-activated audio advertisement. User interaction data is captured and analyzed in an Artificial Intelligence core to improve selection and delivery of interactions.