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I send transactional emails from my application on my customers behalf. I'd like for the receiver to be able to click reply and have the reply go directly to my customer, without ever touching my server.
If I send an email from [email protected] with the reply-to header set to [email protected] will my transactional emails be flagged as spam? Is this even the slightest red flag to spam filters? It's important my emails don't get caught in the spam folder and i've spent quite a bit of time ensuring that my email is sent properly so I just want to be sure before I implement something like that. Or is this a fairly common practice that I shouldn't be concerned at all about?
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As a sender, you can specify a reply-to address, and you should never use a “[email protected]” address. Some spam filters and firewalls find "no-reply" email address handles to be spammy and will punish senders that use them with a higher spam score.
If the links inside your emails point to a suspicious domain or a URL which has been flagged as fraudulent then it is very likely your email will land in SPAM. This can also happen if you are using an email marketing software and the backend they use to rewrite links (to track link clicks) is spammy.
Domains can get blacklisted if there are too many spam complaints—or if the email appears to share the hallmarks of unsolicited promotion. ISPs may block users from accessing blacklisted websites and may prevent them from receiving an email from blacklisted domains or IP addresses.
I was able to find the answer at another location http://www.quora.com/Does-sending-emails-with-a-From-address-with-a-different-domain-from-the-Reply-To-address-hurt-ones-deliverability
Apparently the reply-to header can be set to another domain without any threat to the deliverability of the email. On some of the smaller mail admins this may cause a problem, but technically speaking its perfectly legitimate.
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