@Kyler Hello and welcome to the Vapi community! It's great to hear about your progress with creating an outbound agent. Let's address your concerns: Problem #1: For the webhook execution issue, it sounds like you might need to adjust the logic within your conversation flow to trigger the webhook automatically. Make sure that the conditions for executing the "Booking_babes" webhook are clearly defined and that the agent has all the necessary information to meet those conditions without manual intervention. If you're using a specific platform or tool to design your conversation flow, ensure that the webhook is set up to be triggered upon collecting the required information. Problem #2: Regarding the date and time formatting for Google Calendar, it seems like there might be an issue with the prompt you're using for the GPT API. The prompt should be clear and provide the API with the necessary context to understand the input format and the desired output format. If you're experiencing inconsistencies, you might want to refine the prompt to ensure that it specifies the input date and time format clearly and requests the conversion into a standard format that Google Calendar can understand, such as ISO 8601. If you're still facing difficulties, please provide more details about your current setup, the exact issues you're encountering, and any error messages you're receiving. This will help in diagnosing the problem more effectively. If you need further assistance, don't hesitate to reach out for a call or direct message. We're here to help you succeed with your project!