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Why are emails blocked as spam in ongoing conversations, even when sent from personal accounts?

Summary

Emails, even those sent from personal accounts within ongoing conversations, can be blocked as spam due to sophisticated filtering systems that continuously evaluate various signals. The primary factors include the sender's reputation, influenced by their IP and domain history, past engagement, and potential blacklistings. Content analysis also plays a critical role, where suspicious links, attachments, specific keywords, or unusual message patterns can trigger filters. Furthermore, improper email authentication, recipient-specific spam preferences, and the use of AI- and machine learning-driven filters by providers can lead to unexpected blocking, regardless of prior successful deliveries in the same thread.

Key findings

  • Sender Reputation is Key: Even for personal accounts, the reputation of both the sender's IP address and domain-level history, including the email provider's shared IPs, is continuously assessed. A decline in this reputation due to factors like low engagement, spam complaints, or blacklisting can lead to emails being blocked.
  • Content Analysis is Dynamic: Email filters deeply analyze message content, flagging emails that contain suspicious links, unexpected attachments, 'spammy' phrases, unusual formatting, or patterns resembling phishing attempts, even if they are part of a legitimate conversation.
  • Authentication is Crucial: Failure to pass email authentication checks like SPF, DKIM, and DMARC, or issues arising from email forwarding or relaying through different servers, significantly increases the likelihood of messages being rejected or routed to spam folders.
  • Recipient Behavior Influences Filters: If a recipient has previously marked a sender's emails as spam or junk, their personal spam filter learns from this action and will likely direct subsequent messages from that sender to the spam folder, even within ongoing threads.
  • AI and Machine Learning Filters: Modern email providers utilize advanced AI and machine learning algorithms that detect subtle anomalies and evolving spam patterns. These sophisticated filters can lead to unexpected blocking behaviors for messages that previously passed through without issue.

Key considerations

  • Monitor Sender Reputation: Recognize that both your personal IP address and domain reputation are continuously evaluated by email providers. Avoid behaviors that could negatively impact this, such as sending unsolicited messages or exhibiting sudden, unusual sending volumes, which can flag even legitimate personal communications.
  • Review Email Content: Before sending, especially when including links or attachments, carefully consider whether the content could inadvertently trigger spam filters. Avoid excessive links, all-caps text, or overly promotional language that might be associated with spam.
  • Ensure Email Authentication: For custom domains, verify that SPF, DKIM, and DMARC records are correctly configured. For personal accounts, be aware that actions like forwarding emails through different servers can sometimes disrupt authentication, potentially increasing an email's spam score.
  • Educate Recipients: If your emails frequently end up in spam, ask recipients to check their spam folders and mark your emails as 'not spam' or add your address to their contacts. This helps train their personal filters and can improve future deliverability.
  • Understand Provider Filters: Be aware that major mailbox providers apply comprehensive, real-time filtering to all messages, regardless of whether they are new or part of an existing conversation. This continuous assessment means ongoing vigilance is necessary for deliverability.

What email marketers say

10 marketer opinions

Even within established conversations, personal emails can unexpectedly land in spam due to the intricate and adaptive nature of modern email filtering. These systems evaluate not only the immediate message content, but also the sender's overarching reputation, the technical configuration of their sending infrastructure, and the historical engagement patterns from recipients. Factors like subtle changes in content, the lack of proper email authentication, or a recipient's personalized spam preferences can lead to legitimate replies being flagged.

Key opinions

  • Sender Reputation Granularity: Sender reputation is assessed at a highly granular level, encompassing the sending IP's history (especially dynamic IPs), the domain's track record, and the proper configuration of the sender's ISP's mail servers, including reverse DNS and SPF records. A poor score here, even from a personal account, significantly increases spam flagging.
  • Content and Behavioral Anomaly Detection: Email filters are highly sensitive to content that deviates from typical conversational norms, such as excessive links, suspicious attachments, unusual formatting, or the use of spam-triggering words. AI and machine learning systems also detect subtle behavioral anomalies, like a sudden increase in sending volume or inconsistent sending patterns, which can flag even ongoing communication.
  • Authentication Failures and Relaying Issues: Improper or missing email authentication, like SPF or DKIM, for personal domains, or issues arising when an email is forwarded or relayed through a different server, can break authentication validation. This significantly increases an email's spam score, making it more likely to be blocked.
  • Evolving Recipient Spam Filters: Recipient-specific spam filters learn from past interactions. If a recipient has previously marked emails from a sender as spam, or shown low engagement with prior messages, their personalized filter will adapt and continue to direct subsequent emails, even replies within the same thread, to the spam folder.
  • AI-Driven Adaptive Filtering: Email providers employ sophisticated AI and machine learning models that continuously adapt to new spam tactics. These systems can flag emails based on evolving patterns that resemble phishing attempts or known malicious characteristics, even if the sender's account is legitimate or the email is part of a previously clean conversation.

Key considerations

  • Maintain a Strong Sending Reputation: Be aware that your personal sending practices, including the reputation of your IP address and how your ISP's mail servers are configured, contribute to your overall sender reputation. Avoid behaviors that could lead to low engagement or spam complaints, and ensure your mail server's technical setup is correct.
  • Scrutinize Content for Hidden Triggers: Even in casual replies, avoid 'spammy' elements such as an abundance of links, large attachments, or language that might seem overly promotional or unusual for the context. Be mindful that even minor changes in content can trigger filters in an ongoing thread.
  • Ensure Proper Email Authentication: For custom domains, verify that SPF, DKIM, and DMARC records are correctly set up. Understand that forwarding emails or sending through third-party relays can sometimes invalidate authentication, leading to higher spam scores.
  • Guide Recipients on Whitelisting: Encourage recipients who are missing your emails to check their spam folders and not only mark your messages as 'not spam,' but also add your email address to their contacts or safe sender list. This action helps train their personal filters for future deliveries.
  • Acknowledge Adaptive Filter Mechanisms: Recognize that email deliverability is a moving target due to advanced AI and machine learning filters. What passes today might be flagged tomorrow. This necessitates a proactive approach to email practices, even for personal correspondence.

Marketer view

Marketer from Email Geeks shares that Google's email filters utilize AI/machine learning, which can result in unexpected blocking behaviors.

3 Jan 2025 - Email Geeks

Marketer view

Email marketer from HubSpot Blog explains that emails can be marked as spam even in ongoing conversations due to a decline in sender reputation, which might stem from low engagement (recipients not opening or clicking previous emails), or if the email content contains spam trigger words, excessive links, or suspicious attachments. The recipient's personalized spam filter also learns over time and might flag messages based on past interactions.

12 Nov 2021 - HubSpot Blog

What the experts say

2 expert opinions

Emails can be flagged as spam even when part of an ongoing conversation or originating from personal accounts, due to the sophisticated and real-time nature of modern email filters. These systems meticulously evaluate not only the sender's own reputation and content but also the reputation of any domains mentioned within the email, irrespective of links. This comprehensive assessment means that a sender's evolving reputation, a change in content, or interaction with a problematic domain can trigger blocks.

Key opinions

  • Interlinked Domain Reputation: Email filters can link the reputation of a sender's personal account to any domains mentioned within the message, causing blocks if the mentioned domain has a poor reputation, even without a direct link.
  • Continuous Conversation Filtering: Mailbox providers apply comprehensive filtering to all messages, meaning emails within an ongoing conversation are continuously assessed and can be blocked if signals change.
  • Shared IP & Provider Reputation Impact: Personal accounts, often using shared IP addresses from their email providers, are subject to the deliverability reputation of that shared infrastructure; a decline can lead to blocks.
  • Dynamic Content Triggers: Even in established threads, unexpected or suspicious content, such as unusual links, attachments, or specific phrases, can dynamically trigger spam filters and lead to blocking.
  • Evolving Business Domain Blocks: There is an increasing trend where business domains implement stricter blocking based on broader reputation assessments, affecting even personal emails that interact with or refer to problematic entities.

Key considerations

  • Vet Mentioned Domains: Exercise caution when mentioning external domains in your emails, especially in professional contexts, as their reputation can indirectly affect your deliverability, even for personal accounts.
  • Maintain Consistent Content: Avoid abrupt changes in content, such as introducing unexpected links or attachments, even within ongoing email threads, to prevent triggering dynamic spam filters.
  • Secure Personal Accounts: Ensure your personal email account is secure to prevent compromise, as a breached account or associated shared IP can lead to all your messages being flagged as spam.
  • Understand Holistic Filtering: Recognize that email providers apply real-time, holistic filtering to all messages, meaning deliverability is an ongoing process influenced by sender, content, and linked entity reputations.
  • Stay Aware of Reputation Trends: Keep informed about how evolving reputation-based blocking by business domains can impact your personal email deliverability, especially when interacting with different professional environments.

Expert view

Expert from Email Geeks explains that if the same spam message is received when sending from both Amazon SES and a personal Yahoo account, it is not an IP-based block, but rather points to domain reputation. She notes that Google's filters are sophisticated and can link domain reputation, potentially affecting a personal email if it interacts with or mentions a problematic work domain. She further clarifies that domain-based blocking doesn't require a link, as any mention of a domain with a bad reputation can trigger it. She observes this as an evolving trend where business domains are increasingly blocking various types of emails based on reputation.

12 Mar 2023 - Email Geeks

Expert view

Expert from Word to the Wise explains that mailbox providers apply comprehensive email filtering to all messages, not just initial ones. This means even emails within an ongoing conversation or sent from personal accounts can be blocked. Filters assess various signals including the sender's IP and domain reputation (which includes the email provider's shared IPs for personal accounts), and content analysis. If a sender's reputation declines mid-conversation, if the email content triggers spam rules (e.g., unexpected links, attachments, or suspicious phrases), or if the sender's account or their email provider's shared IP address is compromised, subsequent emails, regardless of being part of a thread, can be flagged as spam.

18 Nov 2022 - Word to the Wise

What the documentation says

5 technical articles

Even in the context of ongoing personal email exchanges, messages can abruptly be blocked or filtered as spam. This occurs because advanced mail systems continuously evaluate several critical factors for every incoming email. Key among these are the sender's real-time reputation, which can be negatively impacted by shared IP blacklistings or a sudden increase in sending volume. Furthermore, the message's content is rigorously analyzed for signs of spam, such as suspicious links, problematic attachments, or even subtle formatting issues and specific word usage that contribute to an aggregated "spam score," irrespective of the conversational history. Technical authentication failures also remain a significant hurdle.

Key findings

  • Real-time Reputation Checks: Email providers constantly evaluate the sender's reputation, including their IP address and domain, even for personal accounts. Sudden changes in sending volume or being listed on a recognized blacklist can cause emails in ongoing conversations to be flagged as spam.
  • Aggregated Spam Scores: Email messages, including replies in a thread, are assigned a spam score based on an aggregation of various tests. Factors like suspicious headers, unusual content patterns, obfuscated text, or specific word usage can collectively push a message's score over the spam threshold.
  • Authentication & Relaying Issues: Even within ongoing conversations, emails can be blocked if they fail authentication checks like SPF, DKIM, and DMARC, or if the email is relayed through a server that invalidates these crucial security measures.
  • Shared IP Blacklisting: Personal email accounts, which often utilize shared IP addresses from their email service providers, can have their messages blocked if that shared IP address is placed on a blacklist due to spamming activities by other users on the same server.

Key considerations

  • Watch Sending Volume: Even when sending from a personal account in an ongoing conversation, be cautious of sudden, unusual increases in email volume, as this can trigger spam filters and negatively impact your sender reputation, leading to blocks.
  • Scrutinize Message Content: Carefully review your email content for elements that contribute to a high spam score, such as suspicious links, unexpected attachments, overly promotional or "spammy" phrases, unusual text formatting, or obfuscated characters.
  • Confirm Authentication Integrity: Confirm that your email authentication protocols like SPF, DKIM, and DMARC are correctly set up for any custom domains. Understand that forwarding emails or sending through third-party relays can sometimes invalidate these checks, making messages more susceptible to spam filtering.
  • Check for Blacklist Issues: If your emails are frequently blocked, check if your sending IP address or domain-or the shared IP of your email provider-has been listed on any major blacklists, and work to resolve any underlying issues.

Technical article

Documentation from Google Admin Help explains that messages may be blocked or sent to spam due to factors like the sender's reputation (based on their IP and domain history), sending unusual volumes, or content that triggers spam filters (e.g., suspicious links, attachments, or spammy phrases). Even for ongoing conversations, if these factors change or are detected, subsequent emails can be flagged.

8 Jul 2024 - Google Admin Help

Technical article

Documentation from Microsoft Learn highlights that emails, even in ongoing threads, can be blocked if they fail authentication checks (SPF, DKIM, DMARC) or if the sending IP address or domain has a low reputation. Spam filters might also flag messages based on the content or if the recipient has previously marked emails from the sender as spam, leading to subsequent messages being caught.

2 Jul 2022 - Microsoft Learn

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