I have also struggled with this problem with a Kobo Forma for months. I have thought it must be a cable problem, but then a cable that worked on occasion 'x' did not work on occasion 'y' (computer is a Lenovo laptop running Windows 10 pro).
Or, I'd get what appeared to be a solid connection, followed immediately by an error message about "a USB device" (never specified) having failed to connect the last time. Worthless error message.
Then I decided: ok, what if I leave the silly thing connected and then reboot? As it happens this almost always works—the "device failing to connect" error message does not appear following the reboot. I'll hope this continues to work. Then again, the Kobo has become so troublesome in other ways that getting the Kobo-to-computer connection has begun to pale compared with other problems...
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