Rob A:
> We are having issues sending emails with attachments over ~2 MB to some
> recipients.  In the situations were we have an error, the remote server
> responds with  "421 4.4.2 service timed out. (in reply to end of DATA
> command)". 

If the problem is really size dependent (email does not go no matter
how often Postfix retries), then look for TCP window scaling
issues (some borked firewall is mis-handling the WSCALE option).

A tcpdump recording (no packet payload needed) should reveal that.
You can find several examples of this in Postfix archives from a few
years ago.

Postfix has a tcp_windowsize feature that I implemented for this
at the time, but I don't recall if it really addresses the problem.

http://www.postfix.org/postconf.5.html#tcp_windowsize

        Wietse

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