A comprehensive analysis from experts, marketers, and documentation points to a nuanced approach to retrying emails after receiving a "Connection Error." A prevalent theme suggests that these errors often indicate a hard bounce, a block (potentially an Office 365 tenant block requiring manual intervention), or a broader domain health issue. Consequently, repeatedly sending emails to addresses that generate such errors damages sender reputation and negatively impacts deliverability. While some sources suggest segmenting these errors and potentially retrying after a delay if the error appears transient (as indicated by 4xx SMTP codes or soft bounce classification), the overriding recommendation is to prioritize list cleaning by removing addresses causing consistent connection errors. Analyzing bounce messages to discern the nature of the error (temporary vs. permanent) is crucial in making informed decisions about retries.
7 marketer opinions
The consensus among email marketers is generally against retrying emails after receiving a "Connection Error" bounce reason. While some suggest that these errors might be temporary and segmenting them could allow for a later retry, the prevailing view is that such errors often indicate a hard bounce or a block. Repeatedly sending to these addresses damages sender reputation and negatively impacts deliverability. Maintaining a clean email list by removing addresses that generate connection errors is widely recommended as a best practice.
Marketer view
Email marketer from Reddit recommends against retrying emails that resulted in a connection error. Suggesting it's more efficient to clean your list to preserve your sender reputation rather than attempting to resend. The poster mentions that they have experience with bulk email and keeping sender reputation intact.
26 Jan 2025 - Reddit
Marketer view
Marketer from Email Geeks explains that the reported "Connection Error" is actually a block. The fact that the emails are being actively blocked indicates that the domain health is already poor.
8 Jan 2025 - Email Geeks
2 expert opinions
Experts generally advise caution when retrying emails after a "Connection Error." One expert identifies that the error may be due to an Office 365 tenant block, requiring direct contact with the domain owner and each tenant for resolution, making retries impractical. Another expert emphasizes analyzing bounce messages to differentiate between temporary and permanent failures. Recurring connection errors from the same domain suggest a more serious issue where retries are unlikely to succeed.
Expert view
Expert from Word to the Wise explains the importance of analyzing bounce messages to understand the reason for the failure. A connection error can be temporary, so monitoring these responses separately from permanent failures is recommended to determine if a retry is appropriate. However, repeated connection errors from the same domain often indicates a more serious problem and retrying is not likely to succeed.
19 Oct 2023 - Word to the Wise
Expert view
Expert from Email Geeks explains that retrying the email is pointless because it appears to be an Office 365 tenant block. To resolve this, the domain owner (not O365) needs to be contacted to unblock the domain, and each tenant would need to be contacted individually.
12 Nov 2022 - Email Geeks
4 technical articles
Email documentation suggests a nuanced approach to retrying emails after a "Connection Error" bounce. While Mailjet indicates that such errors can be temporary, warranting a retry after a delay, persistent errors signal a deeper problem. Amazon SES classifies connection errors as hard bounces, advising against repeated retries. RFC Editor distinguishes between 4xx (transient) and 5xx (permanent) SMTP reply codes, advocating for retries for the former and removal for the latter. SparkPost reinforces the transient vs. permanent bounce distinction, recommending retries only for transient bounces.
Technical article
Documentation from Mailjet explains that a "Connection Error" (or timeout error) often indicates a temporary problem on the recipient's server. Retrying after a delay might be successful, but persistent errors suggest a more significant issue like the recipient server being down or blocking the sender.
13 Dec 2021 - Mailjet
Technical article
Documentation from SparkPost explains the difference between transient and permanent bounces. They elaborate that a transient bounce suggests a retry could be attempted, while a permanent bounce means it should not be retried.
21 Nov 2022 - SparkPost