My EC2 instance's email is being spam blocked by gmail

I'm not sure what to do about this. When on a different IP (the same server set up, domain etc), we had no problems with email deliverability. Since transferring to EC2, despite having the AWS imposed SMTP limits removed, I'm finding that my server's email goes into my spambox. My site sends several hundred (legitimate, opt-in) emails a day. What do you think is the best solution here?

Chris.

From serverfault chrism2671

• Generally EC2 IPs are banned and blacklisted almost in all spam filtering service due to an unfortunate thing that spammers like to buy instances and use it for spamming.

  The only thing what you could about it to use elastic IP and ask the common spam filtering services to remove your /32s.

  Other solution would be to use some SMTP proxy service somewhere.

  From l1x

• Take this Email Server Test. It will give you possible suggestions to implement. If you are unable to implement the suggestions (or) still have issues, you can get an SMTP Relay Service

  From Srikrishnan Chitoor

• EC2 now lets you do configurable reverse DNS, which is a big help if you're trying to send out email from an EC2 instance. Have a look at this AWS blog post for more details.

  chrism2671 : This is good, but only a half solution to a bigger problem that Amazon is facing. In the meantime, I'll be bypassing the problem by setting up an external mail server- but it's frustrating because AWS is costly enough without having to pay for their misgivings too!
  From gareth_bowles

• It's a bit dangerous to use EC2 to send emails. EC2, by its nature, allows you to rapidly spin up and take down machines, which makes it great for sending spam. I would recommend you send your emails out of a fixed SMTP host dedicated to your company. I've actually done this myself: Our new startup runs on EC2, but sends emails using Google Business Email services on IMAP.

  Simon @ http://LabSlice.com

  From Simon Ellis

• Hmmm in my case using postfix and forward emails via authsmtp or sendgrid.

  http://pauldowman.com/2008/02/17/smtp-mail-from-ec2-web-server-setup/ http://wiki.sendgrid.com/doku.php?id=postfix

  From rquillo