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Re:Twilio to Acquire Sendgrid by usaphp on Monday October 15, 2018 @09:50PM (#18225752)
I’ve used sendgrid for a while but had issues with deliverability. Then I moved to postmarkapp [1] and have not had any issues so far.

1 - https://postmarkapp.com

Re:Twilio to Acquire Sendgrid by degenerate on Tuesday October 16, 2018 @04:09PM (#18232805)
Same exact boat, circa mid-2017. Was seeing lots of email go to spam on SendGrid, asked their support about it, and they suggested I purchase a monthly static IP. I moved to Postmark to save money and their deliverability ended up being WAY higher, due to the transaction-email-only policy.
Re:Twilio to Acquire Sendgrid by quintin on Tuesday October 16, 2018 @12:14AM (#18226447)
But postmark is only transactional. Not mass mailing.
Re:Twilio to Acquire Sendgrid by samwillis on Tuesday October 16, 2018 @02:22AM (#18227072)
That’s the point, it helps keep the reputation of their servers high and ensures fast delivery of transactional email.
Re:Twilio to Acquire Sendgrid by skrebbel on Tuesday October 16, 2018 @02:18AM (#18227058)
That might be why their deliverability is better :-)
Re:Twilio to Acquire Sendgrid by tappleby on Monday October 15, 2018 @11:47PM (#18226280)
+1 for postmark. Had deliverability issues with mailgun which were resolved once switching.
Re:Twilio to Acquire Sendgrid by kevinyun on Tuesday October 16, 2018 @10:01AM (#18229422)
is deliverability purely based on the email server, or is it a combination between your domain/etc? I always wondered if it was YMMV for everyone saying different things about the different EMS out there (SendGrid, Mailgun, etc)
Re:Twilio to Acquire Sendgrid by jtmcmc on Wednesday October 17, 2018 @03:18PM (#18242707)
deliverability is actually incredibly complicated. Every mailbox provider (gmail, yahoo, hotmail/office365, comcast, etc... being the main ones) has their own algorithm for determining what is or isn't spam and includes things from user interaction to IP sending reputation to domain reputation to various types of authentication techniques (dmarc, dkim, spf, etc...)