Mimecast blocks emails with Calendly links and other URLs due to a combination of factors related to security policies, spam prevention, and URL reputation. These factors include: the association of Calendly links with spam and cold outreach; the use of URL shorteners that are frequently abused by spammers; Mimecast's aggressive filtering practices and use of services like Spamhaus; the presence of unusual HTML structures or links to external servers; and the use of tracking elements. Additionally, a poor domain reputation, high spam scores, potential malware, and being listed on blocklists can trigger Mimecast's filters. Underlying all of these is the need to protect users from malicious links and unwanted emails, often leading to aggressive filtering of anything deemed potentially risky.
9 marketer opinions
Mimecast blocks emails containing Calendly links and other URLs primarily due to their association with spam and malicious activity. This is because Calendly links and URL shorteners are frequently used in unsolicited emails and are thus flagged by spam filters. Mimecast's aggressive filtering, combined with URL reputation checks, content analysis, and the use of services like Spamhaus, leads to these blocks. A domain's reputation and the potential danger signaled by URL protection services also contribute to the issue.
Marketer view
Email marketer from SendGrid explains that security filters block URLs that are categorized in malicious content. Email security filters like Mimecast commonly block these URLs to protect the recipient.
21 Jan 2024 - SendGrid
Marketer view
Email marketer from Reddit explains that Calendly links are often used in spam and cold outreach, causing them to be flagged by spam filters like Mimecast due to their association with unsolicited emails.
15 Dec 2021 - Reddit
7 expert opinions
Mimecast's blocking of emails containing Calendly links and other URLs can stem from several factors. Unusual HTML structures, links to multiple external servers (including googleusercontent and herokuapp.com), and the presence of tracking elements like the 'apollo_tracker' may trigger blocks. The use of redirects to hide the origin of spamware is another potential cause. Domain and email reputation is key, and unsolicited emails may lead to blacklisting. Testing combinations of Calendly links and spamware usage is advised to pinpoint the trigger. While obtaining consent from subscribers and not sending unwanted emails are essential for positive reputation.
Expert view
Expert from Email Geeks explains that the heroku URL redirects to an aptracking1.com hosted URL, which then redirects to a transparent pixel on Amazon S3. This is a method to hide the origin of the email and the B2B spamware it is sent from.
10 Dec 2023 - Email Geeks
Expert view
Expert from Email Geeks suggests that Mimecast may be blocking emails due to the presence of the "apollo_tracker" or domains associated with Apollo, especially if it's unsolicited cold outreach.
23 Nov 2024 - Email Geeks
4 technical articles
Mimecast blocks emails containing Calendly links and other URLs due to security policies and aggressive URL protection. These policies include URL reputation checks, spam scoring, and anti-virus triggers. Mimecast uses blocklists like Spamhaus to filter out spam, blocking URLs found in spam campaigns or those considered dangerous to prevent users from clicking malicious links. Cisco systems has similair processes in place.
Technical article
Documentation from Mimecast explains that emails are rejected due to security policies, which may include URL reputation checks, spam scoring, or anti-virus triggers. If a link's signature is considered a virus or the spam score exceeds the maximum threshold, it will be blocked.
19 Nov 2021 - Mimecast
Technical article
Documentation from Spamhaus explains that their blocklists are used by many email security services, including Mimecast, to filter out spam. URLs found in spam campaigns are often listed, leading to blocks. Mimecast uses Spamhaus.
27 Mar 2022 - Spamhaus
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