Hello Tina,
Windows Hello for Business (WHfB) is not equivalent to Microsoft 365 MFA prompts at the Windows sign-in screen. It replaces password-based Windows authentication with strong, device-bound credentials such as a PIN or biometrics. The PIN is tied to that specific device and user, so it is not designed to let IT staff sign in as another user using an alternative MFA method.
For a traditional on-premises AD environment, Windows does not natively provide a Windows logon experience where the user can choose between Authenticator push, SMS, PIN, etc. in the same way Microsoft 365 does. WHfB can provide strong authentication, but it does not add Authenticator/SMS approval to standard AD interactive logon.
I would also avoid designing support procedures around IT knowing or using the user’s credentials. For troubleshooting, use a separate authorized administrative/support account and elevation where required. This provides better accountability and avoids depending on the user’s MFA device.
If your requirement is specifically second-factor authentication during Windows interactive logon, then a third-party Windows Credential Provider solution such as Duo may be a better fit. Its capabilities and recovery/support scenarios should be evaluated separately before deployment.