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Permanent failure — do not retry

SMTP 550 5.7.27

SPF authentication failed (Gmail)

SMTP 550 5.7.27 means Gmail blocked the message because it did not pass SPF. The IP that sent it is not authorised in the SPF record of the envelope sender's domain. Add the sending service to your SPF record, or send through a service that is already in it.

How it appears

550 5.7.27 This message was blocked because it didn't pass SPF authentication.

421 4.7.27 Your email has been rate limited because SPF authentication didn't pass for this message.

What causes it

  • A new sending service was never added to the SPF record.
  • The SPF record has a syntax error, or exceeds the 10-lookup limit and returns a permerror.
  • The domain has more than one SPF record, which makes SPF fail.
  • Mail is being forwarded through a server that is not in your SPF record.

How to fix it

In order — try the first one first.

  1. Look up your SPF record and check that every service that sends for you is included.
  2. Merge multiple SPF records into one and reduce lookups if you are over 10.
  3. Set up DKIM as well, so authentication does not depend on SPF alone.

Common questions

What does SMTP 550 5.7.27 mean?
SMTP 550 5.7.27 means Gmail blocked the message because it did not pass SPF. The IP that sent it is not authorised in the SPF record of the envelope sender's domain. Add the sending service to your SPF record, or send through a service that is already in it.
Should I retry a 550 5.7.27 error?
No. 550 is a permanent failure, so the message will never be delivered no matter how many times you try. Remove the address — repeated sends to permanent failures are one of the main signals mailbox providers use to throttle a sender.
How do I fix SMTP 550 5.7.27?
Look up your SPF record and check that every service that sends for you is included.

Other 550 replies

Last reviewed 2026-09-11

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