derek-zhou
Outlook.com blocked my transactional emails sent via sendgrid.com. From what I learned, outlook.com used a simple per IP reputation system. Since I am on a cheap shared IP plan of Sendgrid, and there must be someone sending dubious email with sendgrid, therefore, the situation is hopeless.
Outlook.com also blocked IPs from major cheap hosting companies. The good thing is that if you file a complain with them and show them proof that you do own the IP, then they will unblock it on a case by case basis.
How do you guys send transactional emails, and what are your experiences? So far I’ve tried to avoid SES, or anything from AWS.
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axelson
I’ve used Postmark to good success previously (https://postmarkapp.com/), and would definitely use them again. And I had the same problem with Sendgrid that you encountered.
dimitarvp
SendGrid gradually deteriorated in the last few years. Seems everyone is migrating to PostMark lately, including people on HN.
victorbjorklund
Amazon SES because I’m cheap. But I heard very good things about postmark so might switch to them at some point.
baldwindavid
I’ve used Sendgrid, SES, Postmark, and Mailgun. I like Postmark a lot, but tend to use Mailgun for most projects because it’s very cheap at the outset when you’re not sending many emails and it has all the features I need (mostly around seeing what was actually sent to recipients). I tend to think anything without a dedicated IP is prone to trouble, but haven’t had trouble with either of Postmark or Mailgun.
derek-zhou
I don’t think it is SendGrid’s fault. The big email providers are basically holding the mass in hostage, and the war on SPAM has gone way over board. If I move to postmark what guarantee do I have?
derek-zhou
What I have found is if you use a competitively priced VPS vendor and do your own sending, it is even more troublesome. outlook at least has a channel to complain; mail.qq.com only pretend to have one and no one would get back to you and your IP stays blocked forever.
AstonJ
Not sure if any of these are any help:
https://sendersupport.olc.protection.outlook.com/snds/FAQ.aspx
We’ve had issues with them when moving to new servers/ips in the past (though not recently). Usually once you reach out to them it gets fixed… but I imagine that would be harder for a shared IP service.
If you can install your own software on the server/host perhaps look at Dovecot and Postfix..
derek-zhou
Thanks, this is exactly what I did. Then I have delieverability problem to a different set of hosts
AstonJ
Make sure you have a valid SPF record. Sometimes they include troubleshooting info to let you know why your mail can’t be delivered too - are they giving you any indication?
I would also contact sendgrid… if you are paying them for email and it’s not being delivered it’s not really fit for purpose
baldwindavid
One of the things I like about Mailgun is the setup for SPF and DKIM has clear instructions. I like the directive to place records on a separate
mgsubdomain rather than tacking on to the SPF record for the root domain, which I’ve previously seen get overloaded (there is a limit) and messy.