This was on a pure start calibre, attach Kobo, eject Kobo stop calibre run.
Spoiler:
calibre Debug log
calibre 0.9.16 [64bit] isfrozen: True is64bit: True
Windows-7-6.1.7601-SP1 Windows ('64bit', 'WindowsPE')
('Windows', '7', '6.1.7601')
Python 2.7.3
Windows: ('7', '6.1.7601', 'SP1', 'Multiprocessor Free')
Starting up...
DEBUG: 0.0 No Kobo Touch, Glo or Mini appears to be connected
Started up in 27.51 seconds with 859 books
SMART_DEV ( 0.05: 0.048) startup_on_demand All IP addresses {'{CB794003-D708-4FB1-9C9A-8F233F1874E9}': [{'broadcast': '192.168.2.255', 'netmask': '255.255.255.0', 'addr': '192.168.2.177'}], '{846EE342-7039-11DE-9D20-806E6F6E6963}': [{'broadcast': '127.255.255.255', 'netmask': '255.0.0.0', 'addr': '127.0.0.1'}], '{EF741883-5784-454A-911A-B115C91D96FC}': [{'broadcast': '192.168.125.255', 'netmask': '255.255.255.0', 'addr': '192.168.125.1'}], '{7696373B-ADC7-4C80-971C-9B414777EB13}': [{'broadcast': '192.168.58.255', 'netmask': '255.255.255.0', 'addr': '192.168.58.1'}]}
SMART_DEV ( 0.19: 0.053) _attach_to_port try ip address "" on port 9090
SMART_DEV ( 1.08: 0.833) startup_on_demand listening on port 9090
SMART_DEV ( 1.24: 0.093) _attach_to_port try ip address "" on port 54982
SMART_DEV ( 1.30: 0.000) startup_on_demand broadcast socket listening on port 54982
Job: 1 Get device information started
DeviceJob: 1 Get device information done, calling callback
DeviceJob: 1 Get device information callback returned
Job: 2 Get list of books on device started
DEBUG: 0.0 KoboTouch:books - oncard='None'
DEBUG: 0.0 KoboTouch:books - prefix='None'
DEBUG: 0.1 Version of driver: (2, 0, 5) Has kepubs: True
DEBUG: 0.1 Version of firmware: 2.3.2 Has kepubs: True
DEBUG: 0.3 [u'#myshelves, series, #news', True, True, True, False, False, False, False, False, True, True, u'']
DEBUG: 0.3 KoboTouch:books - set_debugging_title to
DEBUG: 0.3 KoboTouch:books - length bl=0
Job: 1 Get device information finished
No details available.
DEBUG: 1.3 KoboTouch:books - length bl after sync=102
DEBUG: 1.4 KoboTouch:books - reading device database
DEBUG: 1.4 Database Version=71
DEBUG: 1.4 KoboTouch:books - shelf list: [u'Bug', u'Canada Reads', u'Chronicles of Narnia', u'Cooking', u'Cordelia Gray', u'Crochet Mystery', u'Diet', u'Finished', u'Harry Palmer', u'Inspector Adam Dalgliesh', u'Inspector Rebus', u'Library', u'Manuals', u'Silo', u'Star eBooks', u'Summer Camp', u'Swallows and Amazons', u'The Potato Factory', u'To Read', u'Shortlist', u'Wishlist']
DEBUG: 1.4 KoboTouch:books - query= select Title, Attribution, DateCreated, ContentID, MimeType, ContentType, ImageID, ReadStatus, ___ExpirationStatus, FavouritesIndex, Accessibility, IsDownloaded, Series, SeriesNumber from content where BookID is Null and Accessibility <> 6 and IsDownloaded in ('true', 1) and not ((___ExpirationStatus=3 or ___ExpirationStatus is Null) )
DEBUG: 1.4 KoboTouch:books - looping on database - row=0
DEBUG: 1.4 KoboTouch:books - title='' authors= Kobo Inc.
DEBUG: 1.4 KoboTouch:books - row= (u'', u'Kobo Inc.', None, u'file:///usr/local/Kobo/help/09UserGuide-Contacting_FNAC.kepub.epub', u'application/x-kobo-epub+zip', u'6', None, 0, 0, -1, 1, 1, None, None)
DEBUG: 7.5 KoboTouch:books - automatically managing metadata
DEBUG: 7.5 KoboTouch:books - about to sync_booklists
DEBUG: 7.5 USBMS: starting sync_booklists
DEBUG: 7.8 USBMS: finished sync_booklists
DEBUG: 7.8 KoboTouch:books - have done sync_booklists
DEBUG: 7.8 KoboTouch:books - end - oncard='None'
DEBUG: 7.8 KoboTouch:books - oncard='carda'
DEBUG: 7.8 KoboTouch:books - Asked to process 'carda', but do not have one!
DEBUG: 7.8 KoboTouch:books - oncard='cardb'
DEBUG: 7.8 KoboTouch:books - Asked to process 'cardb', but do not have one!
DeviceJob: 2 Get list of books on device done, calling callback
DeviceJob: 2 Get list of books on device callback returned
Job: 2 Get list of books on device finished
No details available.
READING LIST: Device disconnected
ITUNES.shutdown()