[Ios] Wireless Connection not working - Timeouts

[Treponema]

Hi

I've been using calibre for many years but only just downloaded the companion app.

I'm trying to connect wirelessly from CC on my Ipad pro 10.5 to Calibre on MacOS. I don't have a firewall, I'm not using a guest network, Wifi is private and hidden, and both Ipad and Mac are connected to the same router band (I've tried both).

To begin with CC would get detected but when I tried to send books to device the job log would stall with and the progess bar would read "undetectable".
After a while it would error with not enough space on device. I have 64 gb free space. I restarted the Ipad and the mac a few times, and installed the newest calibre version.

Then it got more puzzling.

CC will now detect Calibre, it says "initial sync", and then "waiting for calibre" Until it will timeouts after a few minutes and says "calibre disconnected". Meanwhile on the Calibre app, it never detects my ipad as connected.


I've read the FAQ and I've spend the entire day with this now.
Content server works fine but I already had that functionality in Marvin, so essentially I've paid for nothing.

Any help greatly appreciated.


EDIT: Log files below

calibre Debug log
calibre 3.31 embedded-python: True is64bit: True
Darwin-17.6.0-x86_64-i386-64bit Darwin ('64bit', '')
('Darwin', '17.6.0', 'Darwin Kernel Version 17.6.0: Tue May 8 15:22:16 PDT 2018; root:xnu-4570.61.1~1/RELEASE_X86_64')
Python 2.7.12
OSX: ('10.13.5', ('', '', ''), 'x86_64')
Interface language: None
Successfully initialized third party plugins: Find Duplicates (1, 6, 3)
calibre 3.31 embedded-python: True is64bit: True
Darwin-17.6.0-x86_64-i386-64bit Darwin ('64bit', '')
('Darwin', '17.6.0', 'Darwin Kernel Version 17.6.0: Tue May 8 15:22:16 PDT 2018; root:xnu-4570.61.1~1/RELEASE_X86_64')
Python 2.7.12
OSX: ('10.13.5', ('', '', ''), 'x86_64')
Interface language: None
Successfully initialized third party plugins: Find Duplicates (1, 6, 3)
devicePixelRatio: 2.0
logicalDpi: 72.0 x 72.0
physicalDpi: 149.000002238 x 149.000002238
Using calibre Qt style: True
[0.00] Starting up...
[0.02] Showing splash screen...
[0.19] splash screen shown
[0.19] Initializing db...
[0.24] db initialized
[0.24] Constructing main UI...
[1.78] main UI initialized...
[1.78] Hiding splash screen
[1.83] splash screen hidden
[1.83] Started up in 1.83 seconds with 764 books
SMART_DEV ( 0.00: 0.001) _attach_to_port try ip address "" on port 9090
SMART_DEV ( 0.95: 0.803) _startup_on_demand listening on port 9090
SMART_DEV ( 0.97: 0.000) _attach_to_port try ip address "" on port 54982
SMART_DEV ( 1.00: 0.000) _startup_on_demand broadcast socket listening on port 54982
Traceback (most recent call last):
File "site-packages/calibre/devices/smart_device_app/driver.py", line 642, in _call_client
File "site-packages/calibre/devices/smart_device_app/driver.py", line 674, in _receive_from_client
TimeoutError: There was a timeout while communicating with the device in function: Device did not respond in reasonable time
Traceback (most recent call last):
File "site-packages/calibre/gui2/device.py", line 295, in detect_device
File "site-packages/calibre/devices/smart_device_app/driver.py", line 50, in _synchronizer
File "site-packages/calibre/devices/smart_device_app/driver.py", line 1051, in open
File "site-packages/calibre/devices/smart_device_app/driver.py", line 50, in _synchronizer
File "site-packages/calibre/devices/smart_device_app/driver.py", line 642, in _call_client
File "site-packages/calibre/devices/smart_device_app/driver.py", line 674, in _receive_from_client
TimeoutError: There was a timeout while communicating with the device in function: Device did not respond in reasonable time

[Treponema]

So I read the File logs and figured problem was the CC app. reinstalled it and now it works. YAY
However Calibre freezes if you try to send over 100 books to CC at the same time