Perhaps I'm just failing to find it, but are there docs for the
Settings > Out of Office UI?

You would have to lookup documentation for "sieve" since roundcube itself doesn't do the forwarding, its just an interface, control panel, for using sieve which is a program that runs on the mail server.


Mostly, I'm wondering what "Reply sender address"

"Reply sender" is the email address that will be placed in the out going emails From: field. It SHOULD be your email. However roundcube will let you put ANYTHING and your auto reply email will go out sent From: whatever you put. You run the risk of having your email rejected by spam filters if you put something invalid like an email address that doesn't belong to you or one that is valid for the email account you using.

And even though you didn't ask but it's related, the next "my email addresses" are the emails you want to trigger the auto reply away message. For example, say you have multiple email going to the same inbox, including aliases. You have [email protected] and [email protected] as your emails. If you only put [email protected] in this field then when you get an email from someone to [email protected] they will get the auto reply. However if they sent an email to [email protected] they would not get an auto reply even though the email went into your inbox. So include all emails you want to send out auto replies.


and "reply interval" are.

Reply interval is the number of days, like a cool down period, not to resend an auto reply to the same person. If for example you start your away on monday and put "2" for interval. Then [email protected] send you an email on monday, they would get the auto reply. They send you another email on tuesday, nothing, no auto reply sent. They email you again on wednesday and this time they would get another auto reply sent because its been over "2" days since the last auto reply was sent to them.
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