Disclosed embodiments may include a system that may receive an interaction message associated with an interaction a user has with an application or website, the interaction message may include an error message or a repeated action message. The system may identify, using a first machine learning model, one or more issues associated with the interaction message, retrieve one or more troubleshooting steps mapped to the one or more issues, and generate a first message comprising the one or more troubleshooting steps and a feedback request on an effectiveness of the one or more troubleshooting steps. The system may transmit the first message to the user, receive feedback from the user in response to the feedback request, and determine whether the feedback is negative. When the feedback is negative, the system may transmit a second message to a representative requesting the representative call the user.