Gmail's robust security measures often lead to legitimate emails being flagged as phishing or suspicious, primarily due to detecting malicious links or patterns associated with compromised accounts. This can be frustrating, especially when your links are not on public blacklists (or blocklists). Understanding these underlying reasons is crucial for improving your email deliverability.
Key findings
Private lists: Gmail maintains its own private blocklist of suspicious URLs, independent of public DNSBLs like Spamhaus.
Compromised links: Phishing warnings often indicate a compromised website or brand domain hosting a phishing page, not necessarily an issue with the sender's email practices.
Multiple ISP flags: If multiple Internet Service Providers (ISPs) flag a message as phishing, it strongly suggests a real security issue with the linked content.
SPF limitations: While SPF records are crucial for authentication, SPF alone may not resolve phishing flags if the underlying linked content is deemed malicious.
Key considerations
Investigate links: Always investigate linked URLs if emails are flagged as phishing, as a compromised site can affect your entire brand's email reputation.
Beyond public lists: Understand that Gmail's internal algorithms go beyond standard DNSBL checks for identifying suspicious content.
Strengthen authentication: Implement a strong DMARC policy alongside SPF and DKIM to bolster your email authentication and demonstrate legitimate sending.
Monitor domain health: Regularly monitor your domain's health and look for any unauthorized content or pages hosted under your brand. For further assistance, refer to our guide on how to fix Gmail phishing warnings.
What email marketers say
Email marketers frequently encounter perplexing phishing warnings from Gmail, even when their sending practices seem compliant. Their experiences highlight the nuanced challenges of navigating Gmail's sophisticated filtering systems and the potential for legitimate content to be caught in security nets.
Key opinions
Unlisted links: Some marketers observe that Gmail flags emails for suspicious links even if those links are not listed on common DNSBLs (DNS-based blocklists).
False positives: A common concern is legitimate link tracking URLs being mistakenly identified as phishing, leading to a 'be careful with this message' warning.
Internal mechanisms: Marketers suspect that Gmail has its own internal mechanisms for identifying bad URLs that are not publicly accessible.
Site compromise: There is a shared understanding that a compromised site or hosting environment can directly impact email deliverability, leading to phishing warnings.
Key considerations
Beyond public blocklists: Marketers should not solely rely on public blacklist checks (see our guide on email blocklists) when diagnosing Gmail phishing warnings.
Secure assets: Prioritize securing all linked assets and subdomains to prevent their misuse for phishing purposes.
Content focus: When a phishing warning appears, consider that the problem might be with the content (especially links) rather than just the sending infrastructure.
Reputation impact: Address potential compromises on linked domains, as low sender reputation can lead to these warnings.
Marketer view
Email marketer from Email Geeks suggests that Gmail might flag an email for a suspicious link even if that link tracking isn't listed by any public DNSBL. They have specifically observed this happening when links were listed by Spamhaus, indicating Gmail's internal checks.
22 Nov 2023 - Email Geeks
Marketer view
Marketer from WP Mail SMTP notes that Gmail displays various warning messages, like 'Be Careful With This Message', when it suspects email misuse. These warnings can sometimes be false positives, but they indicate a need to investigate the email's content and links.
15 Dec 2023 - WP Mail SMTP
What the experts say
Email deliverability experts emphasize that Gmail's phishing detection is a complex system that extends beyond traditional blocklist checks, often focusing on the actual content and linked URLs. They advise a holistic approach, prioritizing the security of linked domains and adherence to robust authentication standards.
Key opinions
Proprietary lists: Experts confirm that Google maintains its own private list of malicious URLs, which are distinct from public DNSBLs.
Real compromise: They strongly suggest that if multiple ISPs are issuing phishing warnings, it's a clear indicator of actual phishing activity originating from or linked to the brand's assets.
Underlying cause: The root cause of phishing warnings is often a compromised page on the brand's website or an associated domain being used for malicious purposes.
SPF and Spamhaus: SPF records, while essential for authentication, are generally not the sole solution for resolving phishing flags related to suspicious content or compromised sites, and Spamhaus typically does not list domains for a lack of SPF.
Key considerations
Phishing site removal: Focus efforts on identifying and removing any compromised pages or phishing content hosted on your brand's domain or linked subdomains.
Advanced filters: Understand that Gmail's filters are highly advanced and aim to protect users from sophisticated threats, even if it occasionally flags legitimate content.
Comprehensive authentication: Ensure all aspects of your email infrastructure, including third-party tracking domains, are secure and properly configured. For more details on maintaining your reputation with Gmail, consult our guide on improving domain reputation using Google Postmaster Tools.
Expert from Email Geeks clarifies that Google maintains its own, private list of bad URLs. This means that an email might be flagged internally by Gmail even if the link is not publicly listed on a DNSBL.
01 Nov 2023 - Email Geeks
Expert view
Expert from Spamresource.com advises that a legitimate email might still be flagged as suspicious if the reputation of the embedded links or domain itself is poor. They emphasize that domain reputation is a critical factor for deliverability.
10 Nov 2023 - Spamresource.com
What the documentation says
Official documentation and technical resources highlight that major email providers, including Gmail, employ sophisticated algorithms and proprietary data to detect phishing attempts and malicious content. This includes scrutinizing URLs, sender reputation, and authentication records to safeguard users.
Key findings
Warning types: Gmail often displays warnings like "Be Careful With This Message" or marks emails as spam if it suspects misuse of an email address or the presence of suspicious content.
Authentication gaps: Missing essential DNS records (like SPF and DKIM) or misaligned DKIM signatures can lead to messages being flagged as suspicious, even if they are legitimate.
Spam rate impact: Violation of Gmail's bulk sender guidelines, including maintaining a high spam rate (above the acceptable limit of 0.3%), can result in emails being marked as spam or blocked.
Comprehensive analysis: Gmail's filters analyze various factors, including sender reputation, content, and link reputation, to determine if an email poses a phishing risk.
Key considerations
Proper authentication: Ensure your domain has proper SPF, DKIM, and DMARC authentication records configured and aligned.
Monitor spam rates: Proactively monitor your spam rate (e.g., via Google Postmaster Tools) and address any increases promptly, as discussed in our article why your emails are going to spam.
Content review: Regularly review email content for anything that might appear suspicious, such as generic login prompts or unusual links.
Official documentation from WP Mail SMTP indicates that Gmail may display different variations of warnings, such as "Be Careful With This Message," if it suspects that someone might be misusing your email address. They acknowledge that these can sometimes be false positives.
21 Jan 2024 - WP Mail SMTP
Technical article
Documentation from SendLayer highlights that if your forwarding mail server modifies messages before sending them, Gmail might block your emails. To prevent this, they advise ensuring that SPF and DKIM are properly set up.