HelpScout emails may not be receiving replies and are potentially landing in spam due to a complex interplay of factors. Authentication issues, particularly DKIM failures and potential misconfigurations like wildcard CNAME records, are major contributors. The shared IP environment of HelpScout may lead to a problematic IP/domain reputation. Sending to unengaged or old email lists, a high bounce rate, and a lack of IP warming all contribute to a poor sender reputation. Additionally, content-related problems, such as unengaging subject lines, a lack of personalization, irrelevant content, and emails not optimized for mobile devices, lead to low engagement and spam reports. Insufficient DMARC implementation and monitoring further complicate identifying and resolving authentication issues. Decreasing engagement metrics are also being used to determine spam placement, and the frequency of emails may be a contributing factor.
12 marketer opinions
HelpScout emails may not be getting replies and could be landing in spam for several reasons. These include deliverability issues with the HelpScout platform itself, potentially resolvable by migrating to Google Workspace. Authentication problems (SPF, DKIM, DMARC) are a significant concern. Poor sender reputation, resulting from sending to unengaged lists or lack of IP warming, also plays a role. Content-related issues like unengaging subject lines, lack of personalization, irrelevant content, and failure to optimize for mobile devices can lead to low engagement and spam reports. Frequency of emails could also be a contributing factor.
Marketer view
Marketer from Email Geeks recommends using Google Workspace for HelpScout, noting it's easy to set up and brands emails as the company's own instead of using Help Scout's servers.
11 Apr 2025 - Email Geeks
Marketer view
Email marketer from SuperOffice explains that sending irrelevant content to subscribers can decrease engagement and increase the likelihood of emails being marked as spam. Advises segmenting your email list to send targeted content.
11 Jan 2024 - SuperOffice
5 expert opinions
HelpScout emails may be experiencing deliverability issues and low engagement due to shared IP reputation problems, potential authentication misconfigurations, and declining engagement metrics. The shared IP environment of HelpScout could lead to a problematic domain and IP reputation. There are potential DKIM authentication failures. The use of wildcard CNAME records might also create authentication vulnerabilities. Declining engagement, such as decreased opens and clicks, negatively affects spam placement.
Expert view
Expert from Email Geeks said segmetrics.io seems to have a wildcard CNAME which invites authentication issues. They are suspiscious of the authentication setup.
11 Aug 2024 - Email Geeks
Expert view
Expert from Word to the Wise explains that authentication failures, especially DKIM, are a primary reason for deliverability issues. Poorly configured or missing authentication can cause emails to be flagged as spam.
30 Apr 2022 - Word to the Wise
5 technical articles
HelpScout emails are potentially landing in spam and failing to receive replies due to a combination of technical factors. Key issues include lacking proper email authentication (SPF, DKIM, DMARC), which signals to email providers that the messages may not be legitimate. A high spam complaint rate, sending from dynamic IPs, missing or invalid email headers, and triggering spam filters with problematic content or formatting contribute to deliverability problems. DKIM failures specifically cause deliverability issues even when SPF passes. A high bounce rate damages sender reputation. Insufficient use of DMARC or failing to monitor DMARC reports hinders the ability to identify and fix authentication-related deliverability problems.
Technical article
Documentation from Google Postmaster Tools explains that emails are often marked as spam if they lack proper authentication (SPF, DKIM, DMARC), have a high spam complaint rate, or contain suspicious content.
28 Dec 2022 - Google Postmaster Tools
Technical article
Documentation from SparkPost explains that a high bounce rate can negatively impact your sender reputation and lead to deliverability issues. Recommends monitoring and addressing bounce rates to maintain a healthy email list.
12 Sep 2021 - SparkPost
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