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Plurix · 10-14-2021, 12:38 AM

Hi Folks,

I'm new to this forum. Just installed Calibre latest version 5.29.0 in a Windows 10 Pro on a x64-based Processor with latest updates.

I want to share books with my Amazon kindle app. But when trying to test email settings, after a while (couple of minutes) it throws an error "OSerror: Failed do send email: TimeoutError (10060..."

See full error message below:

Spoiler:

The sender email is whitelisted on Amazon (Approved Personal Document E-mail List for that Kindle device), and I have no other issues with my system, which is AMD Ryzen 9 5900X 12-Core Processor, 3.70 GHz, Installed RAM 128 GB, 2.5 TB M.2 SSD.

I can send (share) attached books from my google email with no issues at all.

I double checked a few times the Calibre email settings for any incorrection and I found nothing.

Any heads up deeply appreciated, as I'd like to take advantage of this very convenient Calibre feature.

10-14-2021, 12:38 AM	#1
Plurix Junior Member Posts: 6 Karma: 10 Join Date: Oct 2021 Location: Fort Lauderdale, FL Device: Kindle app on Samsung Tablet	Failed to send mail Hi Folks, I'm new to this forum. Just installed Calibre latest version 5.29.0 in a Windows 10 Pro on a x64-based Processor with latest updates. I want to share books with my Amazon kindle app. But when trying to test email settings, after a while (couple of minutes) it throws an error "OSerror: Failed do send email: TimeoutError (10060..." See full error message below: Spoiler: Traceback (most recent call last): File "calibre\gui2\wizard\send_email.py", line 205, in test_email_settings File "calibre\utils\smtp.py", line 173, in sendmail File "calibre\utils\smtp.py", line 153, in sendmail_direct OSError: Failed to send mail: TimeoutError(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', None, 10060, None) Log: Find mail exchanger for kindle.com connect: ('retail-smtp-in.amazon.com.', 25) connect: to ('retail-smtp-in.amazon.com.', 25) None Traceback (most recent call last): File "calibre\utils\smtp.py", line 143, in sendmail_direct File "smtplib.py", line 339, in connect File "smtplib.py", line 308, in _get_socket File "socket.py", line 808, in create_connection File "socket.py", line 796, in create_connection TimeoutError: [WinError 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 The sender email is whitelisted on Amazon (Approved Personal Document E-mail List for that Kindle device), and I have no other issues with my system, which is AMD Ryzen 9 5900X 12-Core Processor, 3.70 GHz, Installed RAM 128 GB, 2.5 TB M.2 SSD. I can send (share) attached books from my google email with no issues at all. I double checked a few times the Calibre email settings for any incorrection and I found nothing. Any heads up deeply appreciated, as I'd like to take advantage of this very convenient Calibre feature.