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Safari is a Browser on Apple devices that is notorious for not allowing Duo users to save their log-in credentials using the Remember me for 15 days checkbox. Users a met with an error message reading: “You need to enable cookies in order to remember this device.” This is how to save the authentication, so end-users do not have to send a push with every log-in on a trusted device.
Instructions
1. Open the Safari application. On the upper left-hand side of the screen, directly next to the Apple logo, click Safari then Settings…

2. Click on the Privacy tab, and uncheck the box directly next to Website tracking labelled Prevent cross-site tracking.

3. Sign in again, and check the Remember me for 15 days box before completing the Duo push, and you should now be good to go.
More information
If you continue to have trouble with this matter, do not hesitate to create a ticket with the Help Desk.