"Reply to sender" rule only running once per sender per day?

Question

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.

Solution

Answering my own question here. My research has pointed me to the fact that this, as I said in my question, is a preventative measure implemented by Microsoft to keep two senders from entering to a spam feedback loop. The only way I know that this can be done is by writing a VBA macro. I have started writing it, but I will not have the time to finish it in this week or next. If I ever do finish it, I will come back here and post it. For now, since the bounty clock is ticking, I am just going to answer this now to close out the issue.

Comments

[Keltari]

if you found the answer, you should rewrite the question and post the answer. Thats what this site is for. :)

[100rabh]

if you've found an answer, post it as an answer. I don't understand why you have to delete it without sharing the answer

[oscilatingcretin]

@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.

[slhck]

In 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).

[oscilatingcretin]

My Upgrade Now button is disabled, so I can't click it.

[user223217]

OK, that rules out the compatibility issue.

[Sammitch]

Nitpick: it's not simply implemented by Microsoft it's written into the standards RFCs that govern the transmission of email, and to which all mail clients and MTAs should adhere.

[oscilatingcretin]

So auto-replying to an email I receive is against these "standards"? I wouldn't mind seeing some official literature on this.

[Sammitch]

It's in RFC3834. Enjoy being bored to tears. It basically boils down to: don't autorespond to an autoresponder, don't autorespond more often than X, and set proper headers to indicate that it is an automated response. Not adhering to these recommendations is a quick way to kill a mail server due to autorespond loops.