Cannot pair a yubikey for MacOS Login

Image shows two YubIkeys

I’ve done a bit of a derp, and it’s taken me way too long to work out such a simple derp. I use physical keys for logon to my MacOS devices, as well as passwords. I’ve been setting up a new MacBook Air today, and could I get my YubiKey to work?

I’ve factory reset it, I’ve been through the pin setups, all the certificates I configured manually and everything checked out – but could I get it to pair? Absolutely not. I was expecting the normal pairing prompt when you plug the device in:

Image shows the notification you get when you plug in a SmartCard for login to MacOS.
SmartCard Pairing

I’m sure several of you are laughing already.

Try as I might, everything looked good, nothing worked. Why am I not getting the SmartCard pairing notification?! WAIT. Notification. Let’s check our MacOS notification configurations in Preferences:

Image shows the configuration of notifications for the SmartCard pairing in MacOS.
SmartCard Pairing Notifications

Yeah, notifications were turned off. That’ll be it then. Somedays it’s the simple things that get you – and on those days I’m pleased I don’t operate heavy machinery.

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