DNSB brings up more ideas.
The Kobo needs to have a decent charge (can't be flat).
Either a direct PC port or a POWERED USB hub. Regular ports are limited to 500mA, a unpowered USB hub uses a tiny bit of that plus any other items attached to it.
I am not sure what will wake it up (if any).
The reason I binned cables, was it was intermittent. I would see the Connect, but it would disappear if I touched the Kobo.
I definitely would try another PC with a charged (>25%) device.
You need that 'Connect button' to tap before any other things will work
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