0
votes
1answer
63 views

Postfix still complains that “certificate verification failed” even when “smtp_tls_security_level = fingerprint”

I'm attempting to use Postfix (version 2.6.6 on RHEL6) to connect to and send mail via a mail relay on our internal network. I want to connect with STARTTLS on port 25 (port 465 is not available on ...
2
votes
1answer
61 views

How can I enforce TLS in sendmail when I don't necessarily know the hostname of the downstream MTA (only IPs)? [e.g. by recipients' domain]

I'm running SendMail 8.14 and have some custom static routes for sending to certain domains. These domains are "internal" but not managed directly by me. Here's an example of ...
0
votes
1answer
81 views

SMTP Connection disconnecting after “STARTTLS”

We're having issues with our mail server. Basically some emails from external networks are not being accepted by the mailserver. After some debugging using telnet and looking through the logfiles, it ...
0
votes
2answers
3k views

Postfix & Gmail: Authentication Required error

I configured Postfix using this guide. When I send a test E-Mail I get the following error message: May 23 15:36:26 VM11 postfix/smtp[15321]: connect to smtp.gmail.com[2a00:1450:4001:c02::6d]:587: ...
2
votes
2answers
276 views

How do I log tls-encrypted smtp traffic?

I'd like to know what my local postfix says to the Amazon SES smtpd after the STARTTLS. In plain text, so I can understand it. Amazon SES requires TLS, so I can't temporarily turn it off. I currently ...
-1
votes
1answer
1k views

How secure is using “Normal password” for SMTP with connection type = STARTTLS?

I'm using an email client for the first time - for the most part I've always used gmail via the web interface. Now I'm setting up thunderbird to connect to an email server of my own (on my own server, ...