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Retrying Failed Sends

Some failed emails are transient — a relay outage, a momentary DNS hiccup, an over-loaded gateway. Others are permanent — bad address, hard bounce, mailbox doesn't exist. Knowing which is which keeps retries productive and avoids harassing genuine non-deliveries.

Email log entry with a Retry button highlighted; confirmation dialog shows 'Resend to alice@example.com? This will create a new send attempt — original record remains for audit'

Automatic Retries

The platform's relay layer automatically retries certain failure classes:

  • Connection timeouts to the relay.
  • 5xx responses from the relay.
  • Soft bounces (temporary mailbox issues).
  • Rate-limited responses (4xx 429).

Default retry schedule: after 1 minute, then 5 minutes, then 30 minutes. After 3 failures the message is marked failed and waits for manual intervention.

Manual Retries

From the log:

  1. Filter to failed messages.
  2. Click Retry on individual rows or Bulk retry on selected rows.
  3. Confirm. A new send attempt is queued; original record retained.

What Not to Retry

  • Hard bounces (invalid address) — re-sending fails again and may damage sender reputation.
  • Spam complaints — the recipient explicitly marked it as spam. Honour that.
  • Unsubscribed addresses — never re-send marketing to opt-outs.
  • Repeatedly failed transient errors — at some point accept the failure.

Worked Examples

  • Relay outage cleared: Bulk retry the queue of 200 failed messages from the outage window. Most succeed.
  • Single customer issue: User's mailbox was full yesterday; today it's not. Retry their password reset.
  • Permanent bounce: Don't retry. Update the user's email field, ask them for a fresh address.
  • Suspicious pattern: 50 hard bounces in a row from gmail.com — your sending IP may be on a blocklist. Check Postmaster Tools before retrying.