In a world where user interaction with numerous applications is commonplace, Single Sign-On (SSO) has become essential for streamlining authentication processes. This article explores the two primary SSO workflows, IdP-initiated and SP-initiated SSO, highlighting their respective advantages and drawbacks. IdP-initiated SSO begins at the Identity Provider, offering a streamlined user experience and centralized control but may expose users to phishing risks. In contrast, SP-initiated SSO starts at the Service Provider, allowing direct service access and flexibility but may present user experience challenges due to redirection needs. The choice between these workflows depends on specific operational needs, with IdP-initiated SSO suiting corporate or educational environments and SP-initiated SSO fitting dynamic or consumer-focused settings. Both methods can be integrated simultaneously to optimize user experience and security, and platforms like Descope facilitate the deployment of these solutions through a user-friendly visual workflow editor.