When Proofpoint flags legitimate, authenticated emails as spoofed, it indicates that the platform's advanced anti-spoofing engine is at play, often relying on more than just standard DMARC, SPF, and DKIM checks. Even with perfectly configured email authentication protocols, Proofpoint's internal rules might still trigger warnings. Resolving this issue typically involves examining message headers, adjusting Proofpoint's anti-spoofing policies, and potentially adding exceptions for legitimate sending sources.
Key findings
Beyond DMARC: Proofpoint uses a proprietary anti-spoofing engine that extends beyond basic email authentication protocols like DMARC. This means that even if your SPF, DKIM, and DMARC records are perfectly aligned, Proofpoint may still identify emails as spoofed.
Header analysis: Detailed examination of email headers is crucial for diagnosing why Proofpoint is flagging emails. Headers contain vital clues about the message's journey and Proofpoint's specific policy decisions.
Internal spoof rules: Proofpoint's log search can reveal if emails are triggering internal spoof rules within their system, providing direct insight into the problem.
Policy adjustments: Configuration of Proofpoint's anti-spoofing policies is often necessary to prevent legitimate emails from being incorrectly flagged. This includes reviewing and adjusting settings related to external sending sources.
Phishing exploits: There have been instances where flaws in anti-phishing platforms, including Proofpoint, allowed attackers to bypass security measures, leading to widespread spoofed emails that appeared legitimate. This underscores the complexity of email security.
Key considerations
Review Proofpoint settings: Verify that Proofpoint's anti-spoofing policies are correctly configured. Often, specific rules need to be tweaked or exceptions added for trusted senders or services that send on your behalf.
Analyze headers: Obtain full email headers for messages that are being incorrectly flagged. These headers will provide specific Proofpoint-related stamps and details that can pinpoint the exact rule or condition causing the issue.
Consult Proofpoint documentation: Refer to official Proofpoint documentation or support resources for detailed guidance on anti-spoofing configuration, especially regarding best practices for enabling and managing anti-spoofing policies.
Whitelist necessary senders: If emails from legitimate external systems or third-party senders are being blocked, ensure their IPs or domains are correctly whitelisted within Proofpoint's anti-spoofing policies.
Consider DMARC enforcement: While Proofpoint goes beyond DMARC, ensuring your DMARC policy is correctly configured and enforced (at `p=quarantine` or `p=reject`) on your sending domain provides a foundational layer of protection against spoofing that Proofpoint can leverage.
Email marketers often face the challenge of their perfectly authenticated emails being flagged as spoofed, particularly when recipients use advanced security solutions like Proofpoint. Their experiences highlight the need to look beyond basic SPF, DKIM, and DMARC configurations and delve into the specifics of how these security gateways process inbound mail. Sharing message headers and working with IT or security teams is a common thread in troubleshooting these issues, as is the understanding that security systems might require explicit exceptions for legitimate mail flows.
Key opinions
Authentication sufficiency: Even with correct SPF, DKIM, and DMARC setups, some spam filters, like Proofpoint, can still flag emails as spoofed.
Internal policies: The issue often stems from Proofpoint's internal anti-spoofing engine, which operates independently of or in addition to standard email authentication protocols.
Header analysis importance: Analyzing email headers is a critical step to identify specific Proofpoint rules or factors causing the false positives.
Tweaking the engine: Adjusting Proofpoint's anti-spoofing engine settings is generally the recommended course of action.
External mail consideration: Mail originating from outside the primary system (e.g., third-party sending services) often needs explicit configuration or exceptions within Proofpoint.
Key considerations
Obtain email headers: Always request the full email headers for messages incorrectly flagged as spoofed. These headers will contain Proofpoint-specific information vital for troubleshooting. This can help with issues such as unverified sender warnings.
Verify reply-to domain: Confirm that the reply-to address aligns with your domain, not a free email service, as this can sometimes influence spoofing detection.
Add exceptions: If certain legitimate email flows are consistently flagged, consider adding explicit exceptions or whitelisting rules within Proofpoint for those senders.
Consult Proofpoint logs: Utilize Proofpoint's log search feature to determine if messages are hitting internal spoof rules. This diagnostic step is crucial for targeted adjustments.
Proactive policy management: Regularly review and adjust your Proofpoint anti-spoofing policies to adapt to legitimate changes in your email sending infrastructure and to prevent blocks from Proofpoint.
Marketer view
Marketer from Email Geeks suggests that despite having all authentication (SPF/DKIM/DMARC) correctly set up and passing checks, their client's spam filter still flags emails as spoofed when they send copies to their own work address. This indicates that their spam filtering system, likely Proofpoint, is using additional criteria beyond standard authentication for spoof detection.They express confidence in their initial troubleshooting path, which involves looking into the client's Proofpoint settings. It confirms that the standard authentication protocols are not the only factors Proofpoint considers, and internal adjustments are needed.
27 Aug 2022 - Email Geeks
Marketer view
Marketer from Email Geeks indicates that they are on the right track in suggesting adjustments to the client's Proofpoint configuration. This provides validation for their approach to tackling the spoofing issue.They express relief that their initial thoughts on the problem's direction were confirmed by others, solidifying their diagnostic process.
27 Aug 2022 - Email Geeks
What the experts say
Email deliverability experts agree that Proofpoint's anti-spoofing capabilities extend beyond standard DMARC, SPF, and DKIM validation. This means that a perfectly authenticated email can still be flagged if it violates Proofpoint's internal rules or heuristics. Key to resolving these issues is diving into Proofpoint's administrative logs to understand why a message was flagged and then making targeted adjustments to its policies, potentially including exceptions for legitimate external senders.
Key opinions
Advanced anti-spoofing: Proofpoint incorporates a sophisticated anti-spoofing engine that does not rely solely on DMARC or other basic authentication mechanisms.
Log analysis is key: Checking Proofpoint's log search feature is essential to determine if an email triggered their internal spoof rules. This provides specific diagnostic information.
Policy adjustments: Tweaking the Proofpoint anti-spoofing engine's settings is often required to ensure legitimate mail flow, especially for messages originating from outside the immediate system.
Exceptions may be needed: Adding exceptions to spam rules or whitelisting specific senders might be necessary for legitimate traffic that is incorrectly flagged. This is particularly relevant when emails aren't bouncing but are still being delivered to spam or marked as spoofed.
Beyond authentication: While SPF, DKIM, and DMARC are crucial, Proofpoint's holistic approach to anti-spoofing means administrators need to be aware of the platform's unique logic and configuration options.
Key considerations
Examine headers for Proofpoint flags: Carefully inspect email headers for Proofpoint-specific stamps or X-headers that indicate why the email was flagged as spoofed. These provide direct diagnostic information.
Utilize Proofpoint's internal tools: Leverage Proofpoint's log search and reporting features to identify which specific anti-spoofing rules or policies were triggered. This is the most direct path to understanding the problem.
Adjust anti-spoofing policies: Work within the Proofpoint admin console to adjust or create new anti-spoofing policies. This might involve creating exceptions for legitimate internal sending applications or third-party email service providers.
Whitelist trusted sources: For mail coming from outside the immediate system, such as marketing platforms or transactional email services, ensure they are properly configured and potentially whitelisted in Proofpoint to avoid being flagged.
Stay informed on Proofpoint updates: Keep abreast of Proofpoint's documentation and updates, as their anti-spoofing mechanisms can evolve. This helps proactively manage deliverability and avoid issues with new spam trends.
Expert view
Expert from Email Geeks explains that Proofpoint possesses a built-in anti-spoofing engine that operates beyond solely relying on DMARC. This clarifies why a client's emails, despite passing standard DMARC checks, might still be flagged.They emphasize that the advanced engine implies a more complex set of rules and heuristics are at play, necessitating a deeper dive into Proofpoint's configuration rather than just checking basic authentication.
27 Aug 2022 - Email Geeks
Expert view
Expert from Email Geeks advises that Proofpoint's anti-spoofing engine may need to be tweaked directly. This suggests that the default settings might be overly aggressive or not suitable for specific legitimate email flows.They recommend proactive adjustment of these internal settings to ensure proper mail delivery for authenticated emails, rather than relying solely on external authentication.
27 Aug 2022 - Email Geeks
What the documentation says
Official documentation for email security platforms, including Proofpoint, consistently highlights that a multi-layered approach to anti-spoofing is standard. While SPF, DKIM, and DMARC form the foundation, internal anti-spoofing engines often employ additional heuristics, reputation checks, and policy rules that can override or enhance the basic authentication results. This means administrators must not only ensure external DNS records are correct but also actively configure and manage internal anti-spoofing policies within the security gateway.
Key findings
Anti-spoofing features: Proofpoint, like other advanced email security solutions, provides dedicated anti-spoofing policies that extend beyond standard SPF, DKIM, and DMARC checks. These features need to be explicitly enabled and configured.
Policy configuration: Documentation often advises administrators to navigate to specific sections (e.g., 'Administration > Account Management > Features') to enable and manage anti-spoofing policies.
Best practices: Proofpoint provides best practice recommendations for configuring these policies to balance security with legitimate email flow, often suggesting a cautious approach to avoid false positives.
Identifying spoofing: Documentation on email spoofing emphasizes that while SPF, DKIM, and DMARC are designed to reduce it, they can sometimes be bypassed or configured in ways that lead to unintended flagging of legitimate mail.
Data loss prevention (DLP): Proofpoint integrates anti-spoofing with other security features like DLP, reinforcing a holistic approach to email security. This suggests that policies might interact and affect each other.
Key considerations
Enable anti-spoofing policies: Ensure that the 'Enable Anti-Spoofing Policies' option is checked within your Proofpoint account management settings to activate this layer of protection.
Custom policy creation: Be prepared to create custom anti-spoofing rules that exempt specific internal sending IPs or domains, or legitimate third-party senders, from overly strict flagging.
Align with DMARC: While Proofpoint's engine is independent, a well-implemented DMARC policy (e.g., using DMARC tags) can feed into Proofpoint's decision-making and enhance its ability to distinguish legitimate from fraudulent emails.
Monitor and remediate failures: Continuously monitor authentication failures (SPF, DKIM, DMARC) even if Proofpoint passes them through. Remediation of these underlying issues strengthens overall email deliverability. This includes troubleshooting issues like Outlook junk mail placement.
Consult product-specific guides: Always refer to the latest Proofpoint Essentials configuration guides, such as those detailing DKIM setup for Proofpoint, for precise instructions on fine-tuning anti-spoofing measures.
Technical article
Documentation from Vircom Support outlines the process to enable Anti-Spoofing Policies within Proofpoint Essentials. They instruct users to navigate to Administration > Account Management > Features and check the 'Enable Anti-Spoofing Policies' box.They emphasize that Proofpoint's best practice is to configure these settings actively, indicating that the feature is not simply a passive component but requires user action for full effectiveness.
21 Nov 2021 - Vircom Support
Technical article
Documentation from Lumifi Cybersecurity defines Proofpoint as an email security protocol that prevents hackers from spoofing domains and impersonating employees. This highlights its primary function in combating unauthorized email senders.They also note its integration with data loss prevention (DLP), indicating Proofpoint's comprehensive approach to email security, where anti-spoofing is part of a larger security framework.