First of all I want to make sure I can use the forum. I am an individual using sql-ledger for my business and trying to get post fix to relay my PO's & Invoices through my web host. Is it okay for me to ask questions on this forum.
I don't see any reason why your questions regarding professional use of Postfix would pose a problem. Student posting and (spam) advertising are frowned upon and it doesn't look like this is your goal. Ask away.
I am at a complete loss, I do have sasl_passwd set up, smtp.chaircaningandsupplies.com pswofford.chaircaningandsupplies.comassword, I have done postmap /etc/postfix/sasl_passwd, and reloaded after each change.
There are two things I see from your question. One, it looks like your ISP may be blocking port 25. This may present a problem for you in that outgoing mail will be blocked and other public systems will be listening on port 25:
connect to smtp.chaircaningandsupplies.com[207.155.253.25]:25: Connection timed out)
Two, it looks like you are able to submit (i.e. have postfix listen on a different port), but are running into authentication issues. When submitting from your own system, you could choose to accept from "my networks" as well as sasl authenticated. (side note, beware of compromise of
user as this is a common source of outbound SPAM) According to the Postfix documentation, Postfix will first check the relay restrictions followed by the smtpd_recipient_restrictions (see
In my system, it is the smtpd_recipient_restrictions where I have the permit sasl authenticated users after my_networks. This may be immaterial to your case, but I mention it because I noticed the difference in your configuration. With respect to performing the SASL authentication, Postfix relies on external utilities for this purpose. The two most common are Cyrus and Dovecot; you didn't specify which your using. If your using Dovecot you can set the verbosity of the logging to include password debug. Given that your having SASl authentication errors, this would be where I would suggest heading. This can be caused by a mismatch between the fields selected for look up, hashing of the passwords, etc. Unfortunately, "authentication failed" doesn't give you much to go on. See this for information on how to do this with Dovecot:
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