1. Has robust API and can support enterprise-sized environment. 2. Provides up to date and relevant content that covers a wide range of cybersecurity topics in the form of videos, simulations, and quizzes. 3. Allows customization to meet the City’s specific needs. 4. Can integrate with Office 365/Azure for user directory information, communication, and SSO. 5. Phishing simulations with a Phishing Incident Reporting Feature that integrates with Outlook, Outlook on the Web, and mobile email clients. 6. The platform should allow Administrators to investigate submitted emails by users and be able to sort and perform bulk actions. 7. Includes robust reporting and analytics capabilities that will allow administrators to produce meaningful reports. 8. Vendors should provide continuous updates and support. 9. Should have security measures implemented in the platform to protect user data and ensure confidentiality.