So far my testing narrowed the issue down to my Pixel 9 Pro XL. I actually had access to a Pixel 9 Pro (not XL), and I did a quick test to confirm that it does work on a Pixel 9 Pro.
So bottom line, Ledger (Nano S Plus) with Android 14 (as of 10/1/2024) does not work with Pixel 9 Pro XL, but does work with the Pixel 9 Pro. It could just be my device, but I saw other people post so I plan to see if I can confirm if they are using a 9 Pro XL.
As a short term fix, if you use a USB-C hub (and connect your Ledger to the hub) it works. Hopefully someone stumbles across this post so they save the headache of trying to figure out what is wrong. Also I plan to try to reach Google and open up a bug report.
Update: I submitted a feature request hopefully that works. Please use the +1 vote option if you have the same issue:
Update 2: Well the issuetracker entry was basically closed, that isn't the right place to submit for Pixel issues.
i have the exact same issue on my Pixel 9 (not the Pro or the Pro XL). I now use my Pixel tablet for my crypto/Ledger business.
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