Error sending ebook to Kindle

[eastonfmly]

I just started having an issue with sending my ebooks to eKindle. I checked the 24 March post and I checked my settings per the answer and I seem to be okay. Also, the error is different. See Below. I have calibre on a couple of different machines and they all have the same error. I have tried rerunning the welcome wizard with the test. The test took a while but I did not get any errors. Not sure what a successful one looks like though. Anyway it did not help.
I access thethe book to my machine and send it using my regular email system.

Can someone please advise?

Thank you

Jim

IOError: Failed to send mail: error(10060, 'A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond')


Retrying in 1 seconds...

Waiting 1 seconds before sending, to avoid being marked as spam.
You can control this delay via Preferences->Tweaks

Sending failed...

Traceback (most recent call last):
File "site-packages\calibre\gui2\email.py", line 43, in run
File "site-packages\calibre\gui2\email.py", line 130, in sendmail
File "site-packages\calibre\utils\smtp.py", line 116, in sendmail
File "site-packages\calibre\utils\smtp.py", line 108, in sendmail_direct
IOError: Failed to send mail: error(10060, 'A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond')

Job: "Email The Economist [Sat, 09 Apr 2016] to abcdefg@kindle.com" failed with error:
Traceback (most recent call last):
File "site-packages\calibre\gui2\threaded_jobs.py", line 83, in start_work
File "site-packages\calibre\gui2\email.py", line 98, in __call__
IOError: Failed to send mail: error(10060, 'A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond')

Called with args: (u'C:\\Users\\JIM\\AppData\\Local\\Temp\\calibre_p 1bpcw\\nlpmqncaltmpfmt.mobi', u'The Economist [Sat, 09 Apr 2016] - calibre.mobi', u'abcdefg@kindle.com', u'E-book: The Economist [Sat, 09 Apr 2016]', u'Attached, you will find the e-book\n\nThe Economist [Sat, 09 Apr 2016]\n\tby calibre\n\nin the MOBI format.') {u'notifications': <Queue.Queue instance at 0x0000000009C8F0C8>, u'log': <calibre.utils.logging.GUILog object at 0x000000000E4C2B00>, u'abort': <threading._Event object at 0x000000000E4C2BE0>}

[theducks]

Moderator Notice
Do not post your actual device address.

But use care when obscuring, so as to not disturb any other log data


First thing I see is: retry in 1 second did you lower a tweak?

Is Calibre STILL white listed with your firewall

Is this on a Hard wired network (CAT5 cable)?
Are these computers (user) registered with Amazon as a mail source?

[eastonfmly]

Thank you for the response.
I disabled the windows firewall and added calibre.exe to the allowed apps/programs and had the same results. I have not done anything with the Tweaks. Current setting is public_smtp_relay_delay = 301
I am hard wired to the router which then goes into a Cable Modem. I dont know of any settings that would be blocking the message in the router as I have not created any rules in the router.
I dont know of any Amazon settings. I looked in my Manage Devices/Content and did not see any settings. It did allow my Outlook to send the book via email.

Do you have any other ideas?

Thank you

[theducks]

If you have your correct (reply to) email address set at Amazon:

Approved Personal Document E-mail List for that device ? Nope

Preference: Sharing by Email. Check the settings again (every one of them). try the Test button

Your cable company may be doing something odd.