Calibre Debug Log:
Spoiler: 
calibre Debug log
calibre 2.74 [64bit]  embedded-python: True is64bit: True
Windows-8-6.2.9200 Windows ('64bit', 'WindowsPE')
('Windows', '8', '6.2.9200')
Python 2.7.9
Windows: ('8', '6.2.9200', '', 'Multiprocessor Free')
Successfully initialized third party plugins: DeDRM (6, 5, 1) && Barnes & Noble (1, 2, 14)
devicePixelRatio: 1.0
logicalDpi: 120.0 x 120.0
physicalDpi: 141.76744186 x 142.134715026
Starting up...
SMART_DEV (   0.01:  0.010) _attach_to_port try ip address "" on port 9090
SMART_DEV (   0.93:  0.820) startup_on_demand listening on port 9090
SMART_DEV (   0.98:  0.006) _attach_to_port try ip address "" on port 54982
SMART_DEV (   1.05:  0.000) startup_on_demand broadcast socket listening on port 54982
Started up in 3.88 seconds with 5168 books
SMART_DEV (   2.12:  1.023) run All IP addresses {'{0A1AC4DD-0BEB-4FA6-BBDB-219E0A09AB0C}': [{'addr': '192.168.1.68', 'netmask': '255.255.255.0', 'broadcast': '192.168.1.255'}], '{35BF1ACD-3C43-4F94-B826-1346A156E558}': [{'addr': '169.254.22.182'}], '{8BCEB05D-5933-11E6-A5EC-806E6F6E6963}': [{'addr': '127.0.0.1', 'netmask': '255.0.0.0', 'broadcast': '127.255.255.255'}], '{A399597A-18B9-42A4-94D0-CC3EE040A6D7}': [{'addr': '169.254.114.203'}], '{A330C614-B194-4667-8BE7-B6E06FE7C06D}': [{'addr': '169.254.196.2'}]}
SMART_DEV (  33.33: 31.183) run received broadcast ('localhost', ('192.168.1.69', 54982)) calibre wireless device client (on Thinkpad);8080,9090
SMART_DEV (  36.36:  3.016) run attempt to open device socket
SMART_DEV (  37.35:  0.967) open
SMART_DEV (  37.41:  0.012) _call_client GET_INITIALIZATION_INFO wfr True
SMART_DEV (  37.79:  0.339) open Device can stream books True
SMART_DEV (  37.83:  0.000) open Device can stream metadata True
SMART_DEV (  37.85:  0.000) open Device can receive book binary True
SMART_DEV (  37.86:  0.000) open Device can delete multiple books True
SMART_DEV (  37.87:  0.000) open Device can use cached metadata True
SMART_DEV (  37.89:  0.000) open Cache uses lpaths True
SMART_DEV (  37.90:  0.000) open Can send OK to sendbook True
SMART_DEV (  37.92:  0.000) open Can accept library info True
SMART_DEV (  37.93:  0.000) open Will ask for update books False
SMART_DEV (  37.95:  0.000) open Will set temp mark when syncing read False
SMART_DEV (  37.96:  0.003) open Client device kind SM-T280
SMART_DEV (  37.98:  0.000) open Client device name SM-T280
SMART_DEV (  37.99:  0.000) open Client app name CalibreCompanion
SMART_DEV (  38.01:  0.000) open App version #: 352
SMART_DEV (  38.02:  0.000) open max_book_packet_len 4096
SMART_DEV (  38.04:  0.000) open Device wants UUID file names False
SMART_DEV (  38.06:  0.008) open selected formats [u'epub', u'pdf']
SMART_DEV (  38.07:  0.000) open extension path lengths {u'epub': 25, u'pdf': 38}
SMART_DEV (  38.09:  0.000) open cover height 320
SMART_DEV (  38.10:  0.000) open Device is_read sync col #read
SMART_DEV (  38.12:  0.000) open Device is_read_date sync col #date_read
SMART_DEV (  38.13:  0.000) card_prefix
SMART_DEV (  38.17:  0.014) set_progress_reporter
Job: 1 Get device information started
SMART_DEV (  38.25:  0.000) get_device_information
SMART_DEV (  38.28:  0.006) _call_client GET_DEVICE_INFORMATION wfr True
SMART_DEV (  38.54:  0.242) _call_client SET_CALIBRE_DEVICE_INFO wfr True
SMART_DEV (  38.85:  0.252) _read_metadata_cache device uuid 063965b8-4f05-4ea7-a4ea-8893dea2926a
SMART_DEV (  42.69:  3.789) _read_metadata_cache loaded 5168 cache items
SMART_DEV (  42.71:  0.000) card_prefix
SMART_DEV (  42.72:  0.000) free_space
SMART_DEV (  42.75:  0.006) _call_client FREE_SPACE wfr True
SMART_DEV (  62.03: 19.216) _write_metadata_cache
SMART_DEV (  66.42:  4.313) _write_metadata_cache wrote 5168 entries, purged 0 entries
SMART_DEV (  66.54:  0.086) _receive_from_client device went away
SMART_DEV (  66.57:  0.001) _call_client other exception
Traceback (most recent call last):
  File "site-packages\calibre\devices\smart_device_app\driver.p  y", line 615, in _call_client
  File "site-packages\calibre\devices\smart_device_app\driver.p  y", line 651, in _receive_from_client
ControlError: Device closed the network connection
DeviceJob: 1 Get device information done, calling callback
Device closed the network connection
Traceback (most recent call last):
  File "site-packages\calibre\gui2\device.py", line 88, in run
  File "site-packages\calibre\gui2\device.py", line 472, in _get_device_information
  File "site-packages\calibre\devices\smart_device_app\driver.p  y", line 51, in _synchronizer
  File "site-packages\calibre\devices\smart_device_app\driver.p  y", line 1242, in free_space
  File "site-packages\calibre\devices\smart_device_app\driver.p  y", line 51, in _synchronizer
  File "site-packages\calibre\devices\smart_device_app\driver.p  y", line 615, in _call_client
  File "site-packages\calibre\devices\smart_device_app\driver.p  y", line 651, in _receive_from_client
ControlError: Device closed the network connection
DeviceJob: 1 Get device information callback returned
SMART_DEV (  66.60:  0.009) post_yank_cleanup
Job: 1 Get device information finished
Device closed the network connection
	
	Traceback (most recent call last):
	  File "site-packages\calibre\gui2\device.py", line 88, in run
	  File "site-packages\calibre\gui2\device.py", line 472, in _get_device_information
	  File "site-packages\calibre\devices\smart_device_app\driver.p  y", line 51, in _synchronizer
	  File "site-packages\calibre\devices\smart_device_app\driver.p  y", line 1242, in free_space
	  File "site-packages\calibre\devices\smart_device_app\driver.p  y", line 51, in _synchronizer
	  File "site-packages\calibre\devices\smart_device_app\driver.p  y", line 615, in _call_client
	  File "site-packages\calibre\devices\smart_device_app\driver.p  y", line 651, in _receive_from_client
	ControlError: Device closed the network connection