It’s bugged for now. I had this issue as well and my post was deleted by a mod for no reason other than to tell me to talk about it on the OLED post which is stupid for a big bug like this.
You’re going to have to load up whatever files you need to transfer and insert the USB stick or whatever you’re using to get the files and restart the deck. It’ll show up that it’s connected now but be aware that once you disconnect the USB stick it won’t mount again until you leave it on there and restart again.
I wasted 25 bucks going to Best buy to get a new USB stick thinking mine didn’t work anymore because of this bug.
Not exactly career focused like you want, but I’m loving autodromo 2 and assetto corsa competition on my OLED