> On Jan 18, 2018, at 2:44 PM, Dennis Putnam <d...@bellsouth.net> wrote:
> 
> I occasionally encounter a strange problem with the mail queue seemingly
> not retrying failed messages.

What is your definition of "not retrying"?  Messages are retried
periodically, with exponential backoff up to the maximal_backoff_time.
When enough messages for a given destination all encounter connection
failure, other messages in the active queue to the same destination
may be deferred without being retried (to avoid queue congestion).

> The messages show in mailq as having timed
> out and are a few days old.

They've probably maxed out the maximal_backoff_time and are tried
infrequently, but are not forgotten.

> In the mean time other messages are going through just fine.

That's normal.

> As soon as I run postqueue -f those messages go through as well.

That's also normal.

> I guess I can set up a cron to issue the postqueue -f command

Don't.

> but there is obviously something wrong.

Nothing in your message is evidence of of a problem.

> Can someone tell me how I might trouble shoot this problem?

First post evidence of a problem (logs and configuration details).

-- 
        Viktor.

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