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I have an Outlook 2007 rule set up to reply to sender with a custom reply template if the subject or body contains specific text. This rule works the first time for a specific sender, but doesn't work if the sender sends me another email in the same day. I even confirmed this by setting my PC clock ahead by a day. Sure enough, the auto reply was sent successfully. This tells me that there is something in Outlook that's specifically keeping auto-replies from going out in the same day to the same sender.
I am aware that perhaps this is a preventative measure to keep two machines from entering a feedback loop with one another, but I want to circumvent whatever is causing this so that my rule works unconditionally every time even if it's 100 times a day.
Update: I've discovered that it's not only per day, but per running instance of Outlook. This means you can have your rule send out an automatic reply, shut down/restart Outlook, and have it send out another auto reply. If it's in the same instance, though, it won't work. There has to be a way around this. Maybe the answer lies in VBA, an option I am about to explore.
if you found the answer, you should rewrite the question and post the answer. Thats what this site is for. :) – Keltari – 2013-05-12T02:43:57.150
1if you've found an answer, post it as an answer. I don't understand why you have to delete it without sharing the answer – Sathyajith Bhat – 2013-05-12T07:39:14.590
Is this an Exchange account? – Der Hochstapler – 2013-05-12T10:30:39.587
@Sathya: SE allows users to delete their own questions. The only reason I can't now is because I added bounty. If I had just researched a few hours longer before doing so, I would have been able to delete this question and you wouldn't have had a word to say about it. At any rate, I didn't really find an objective answer, just hints that it can't circumvented. I've decided to write a VBA macro that does this, but, by the time I get around to it, bounty will have already been systematically awarded to a random, lucky answerer, thus resulting in a misleading Q&A which is bad for SE. – oscilatingcretin – 2013-05-12T15:03:00.813
1In that case, I removed the bounty. You should be able to delete your question if you strongly feel about it. Other than that I don't think there's any harm from keeping it around, even if there's no answer (yet). – slhck – 2013-05-12T15:53:27.943