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Originally Posted by sherman
If you try again, can you try and see if Calibre is doing something during that time period? Check the bottom status bar.
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I've had some success, but also failure. I tried again, noting the jobs and such in the bottom status bar. No jobs were running, and Calibre displayed connected to Kobo Forma. I got the time out again.
Tried again, but this time fairly quickly sent a book to the device from Calibre. This seems to have solved the issue. I think I was under the mistaken impression that the new GUI meant i could do everything from my Kobo, which while it would be nice is very much not really needed. Books sent do load up properly. However if I leave it doing -nothing- the error from my last post appears though books sent still are on the Kobo.
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Also, if you can provide the log with debugging enabled, it might help point to where things have stopped. Be aware that the debug log will probably contain the list of books on device, so you may want to scrub those from the log. The debug log logs (in truncated form) very message that is sent and received.
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Alas I do not seem to be able to do this. I do not have shell access, and despite having devmode on and debug I'm only able to generate a sys log from the dev settings which appears in the .kobo directory. This log contains absolute gibberish compared to the log Carmelocotonto presented. No trace of the English langue can be found in the file i have.