How can I remove my IP from the Microsoft block list when using Digital Ocean for sending emails and what are the alternative ways to validate emails?

Summary

When using Digital Ocean for sending emails, addressing Microsoft IP blocklisting requires understanding the scope of the block; if it's Digital Ocean's issue, they need to resolve it. It's crucial to identify and fix the underlying causes of blocklisting, like spam complaints, high bounce rates, or sending to spam traps. Actively monitor your IP and domain reputation using tools and establish feedback loops with ISPs. Be aware of the negative reputation often associated with Digital Ocean IPs. For Microsoft delisting, use their portal after fixing the problems. Avoid using SMTP for mailbox validation to prevent further issues. Use dedicated IPs and properly configure SPF, DKIM, and DMARC. Consider third-party email services like SendGrid or Mailgun. For email validation, use services with batch processing, validate addresses, double opt-in processes, and clean your list regularly. Warming up your IP gradually is beneficial, and monitoring bounce rates along with sender reputation are important. Consider also segmenting lists and understanding validation APIs might use questionable tactics, while SMTP verification (although flawed) is a better option than regexes. Adhere to Google's bulk sender guidelines.

Key findings

  • Block Scope: The scope of the IP block (your IP vs. Digital Ocean's) is crucial for the resolution strategy.
  • Root Cause Identification: Identifying and correcting the root causes of blocklisting is paramount for long-term solutions.
  • Proactive Monitoring: Actively monitor IP/domain reputation and feedback loops with ISPs.
  • Digital Ocean Drawbacks: Digital Ocean IPs have a higher likelihood of being associated with spam.
  • Microsoft Delisting Process: Microsoft provides a specific delisting portal after issues are resolved.
  • Alternative ESPs: Third-party ESPs (SendGrid, Mailgun) can manage IP reputation and deliverability.
  • SMTP Concerns: Validating email addresses via SMTP testing might get you more in trouble.
  • Google Guidelines: Following Google's sender guidelines improves deliverability

Key considerations

  • Digital Ocean's Role: Determine Digital Ocean's responsibility and involvement in resolving the block.
  • Budget and Needs: Research and compare different email validation services.
  • API Selection: Vet validation API providers carefully due to potentially questionable practices.
  • Gradual Implementation: Implement a gradual IP warming schedule to minimize spam filter triggers.
  • Authentication Methods: SPF, DKIM, and DMARC records are critical for authenticating your emails.
  • Validation Methods: Use batch processing services for email validation
  • List hygiene: Regularly clean your list

What email marketers say
10Marketer opinions

When using Digital Ocean for email sending, it's common to encounter IP blocklisting issues with Microsoft. To address this, avoid sending validation emails via SMTP as it may worsen the issue. Instead, consider using a dedicated IP address, properly configuring SPF, DKIM, and DMARC for authentication, and utilizing reputable third-party email services like SendGrid or Mailgun that manage IP reputation for you. For email validation, consider using services that offer batch processing to handle bulk validation efficiently and research different email verification services to find one that suits your needs. Implement a double opt-in process, regularly clean your email list, monitor bounce rates, segment your list based on engagement, and monitor your sender reputation through tools like Sender Score to avoid spam traps and improve overall email deliverability.

Key opinions

  • Dedicated IP: Using a dedicated IP can help maintain a good sender reputation.
  • Authentication: Properly configuring SPF, DKIM, and DMARC is crucial for email authentication.
  • Third-Party ESPs: Using services like SendGrid or Mailgun can offload IP reputation management.
  • Batch Validation: Batch processing email validation services can save time and resources.
  • Double Opt-In: Implementing double opt-in reduces the risk of sending to spam traps.
  • List Cleaning: Regularly cleaning your email list prevents spam traps and improves engagement.
  • Bounce Monitoring: Monitoring bounce rates is crucial for maintaining sender reputation.
  • Segmentation: List segmentation can improve engagement and reduce spam complaints.
  • Reputation Monitoring: Monitoring sender reputation through tools like Sender Score is important.

Key considerations

  • Cost: Research and compare different email verification services to find one that fits your budget.
  • Features: Look for features like real-time validation, bulk validation, and platform integration when choosing a validation service.
  • Engagement: Engage with subscribers to confirm subscriptions and maintain a clean list.
  • Sender Score: Monitor Sender Score for reputation issues and address them promptly.
  • MBP Relations: Avoid actions that might further damage your relationship with Mailbox Providers (MBPs).
Marketer view

Email marketer from Stackoverflow shares that for bulk email validation, consider using a service that offers batch processing to validate multiple email addresses simultaneously. This can save time and resources compared to validating each address individually.

January 2022 - Stackoverflow
Marketer view

Email marketer from Email Geeks shares that asking Microsoft or any other MBP to unblock your IPs so you can do mailbox validation via SMTP will just get you more in trouble and MBPs will like you even less…

August 2023 - Email Geeks
Marketer view

Email marketer from Email Marketing Tips Blog suggests researching and comparing different email verification services to find one that fits your budget and needs. Look for features like real-time validation, bulk validation, and integration with your email marketing platform.

March 2021 - Email Marketing Tips Blog
Marketer view

Email marketer from Email Vendor Comparison Site shares to consistently monitor your sender reputation through tools like Sender Score. Identifying and addressing any negative reputation issues promptly can prevent IP blocking.

July 2022 - Email Service Review Site
Marketer view

Email marketer from DigitalOcean Community shares that using a dedicated IP address for email sending can help maintain a good reputation. Also, properly configuring SPF, DKIM, and DMARC records is crucial to authenticate your emails and prevent them from being marked as spam.

March 2022 - DigitalOcean Community
Marketer view

Email marketer from Digital Marketer Forum shares that implementing a double opt-in process for new subscribers ensures that only valid and interested users are added to your email list, reducing the risk of sending to spam traps and improving overall engagement.

December 2024 - Digital Marketer Forum
Marketer view

Email marketer from Quora suggests regularly cleaning your email list to remove inactive subscribers and potential spam traps. Engaging with your subscribers and asking them to confirm their subscription can help keep your list clean.

October 2023 - Quora
Marketer view

Email marketer from Email Deliverability Blog emphasizes the importance of monitoring your bounce rates and promptly removing invalid email addresses from your list. High bounce rates can negatively impact your sender reputation and lead to IP blocking.

September 2024 - Email Deliverability Blog
Marketer view

Email marketer from Reddit suggests using a reputable third-party email service like SendGrid or Mailgun to handle email sending, as they manage IP reputation and deliverability on your behalf. This avoids the issues associated with Digital Ocean's IPs.

April 2022 - Reddit
Marketer view

Email marketer from Small Business Forum suggests segmenting your email list based on subscriber engagement and sending targeted content to each segment. This can improve engagement rates and reduce the likelihood of being marked as spam.

December 2023 - Small Business Forum

What the experts say
6Expert opinions

When addressing Microsoft IP blocklisting issues while using Digital Ocean, it's important to first determine the scope of the block. If it's a wider Digital Ocean block, they need to resolve it; SWIPing your IP might help. Understand the root cause of the blocklisting, such as spam complaints or high bounce rates, and rectify those issues. Monitor your IP and domain reputation using available tools, identify negative trends, and establish feedback loops with ISPs. Be aware that Digital Ocean IPs are often associated with spam. Be cautious when using email validation APIs due to questionable practices like botnets or buying data from ESPs. While SMTP testing for email validation has issues, it's considered a better validator than regexes.

Key opinions

  • Block Scope: Determine if the IP block is specific to your IP or a wider Digital Ocean block.
  • Root Cause Analysis: Identify and fix the underlying issues causing blocklisting (spam complaints, bounces, etc.).
  • Reputation Monitoring: Monitor IP/domain reputation and establish feedback loops with ISPs.
  • Digital Ocean Reputation: Digital Ocean IPs are frequently associated with spam.
  • Validation API Concerns: Email validation APIs may use questionable practices (botnets, data buying).
  • SMTP Validation: SMTP testing is a better validation method compared to regexes.

Key considerations

  • Digital Ocean Involvement: If the block is on Digital Ocean's end, they need to address it.
  • Proactive Monitoring: Implement continuous reputation monitoring to detect issues early.
  • API Due Diligence: Thoroughly vet email validation API providers before using them.
  • Alternative Validation Methods: Consider balancing SMTP validation with other methods to reduce issues.
Expert view

Expert from Word to the Wise suggests monitoring your IP and domain reputation using various tools and services. Identify any negative trends or issues that could contribute to blocklisting or filtering. Also establish feedback loops with ISPs to address issues proactively.

November 2023 - Word to the Wise
Expert view

Expert from Email Geeks explains that some email validation APIs use botnets, spammer tactics, or buy data from ESPs and that most of the industry is problematic at best.

December 2024 - Email Geeks
Expert view

Expert from Email Geeks explains if the block is wider than just your IPs, Digital Ocean needs to fix it. SWIPing your IP range to you might help with unblocking but if not, Microsoft is unlikely to do anything.

April 2023 - Email Geeks
Expert view

Expert from Word to the Wise shares that validating email addresses using SMTP testing, even though fraught with issues, has benefits and is a better validator than regexes.

December 2023 - Word to the Wise
Expert view

Expert from Spamresource.com explains the importance of understanding why you were blocklisted in the first place. Correct the underlying issues that led to the blocklisting to prevent recurrence, such as spam complaints, high bounce rates, or sending to spam traps.

December 2021 - Spamresource.com
Expert view

Expert from Email Geeks shares that Digital Ocean customers send a lot of spam and looking like one can cause delivery issues.

December 2022 - Email Geeks

What the documentation says
5Technical articles

To remove your IP from Microsoft's block list, use their delisting portal after resolving the underlying issues. Utilize email validation APIs like Mailgun to verify email addresses, reduce bounce rates, and improve sender reputation by checking syntax, disposable addresses, and MX records. Warm up your IP gradually by increasing email volume to establish a positive reputation. Leverage services like Amazon SES that automatically manage IP reputation and offer tools for monitoring sending metrics. Adhere to Google's bulk sender guidelines, including email authentication, maintaining a low spam complaint rate, and providing an easy unsubscribe option to improve deliverability and avoid being marked as spam.

Key findings

  • Microsoft Delisting: Use Microsoft's delisting portal after resolving the issues causing the block.
  • Email Validation APIs: Mailgun's API validates email addresses to reduce bounces and improve reputation.
  • IP Warming: Gradually warming up your IP helps establish a positive sender reputation.
  • Amazon SES Management: Amazon SES automatically manages IP reputation and provides monitoring tools.
  • Google Guidelines: Following Google's bulk sender guidelines improves deliverability and avoids spam filters.

Key considerations

  • Underlying Issues: Ensure that you address and resolve the problems that caused the IP to be blocklisted before requesting delisting.
  • API Features: Evaluate email validation API features to ensure comprehensive address verification.
  • Warming Schedule: Implement a gradual IP warming schedule to establish a positive reputation without triggering spam filters.
  • Metric Monitoring: Regularly monitor sending metrics provided by services like Amazon SES to identify and address deliverability issues.
  • Guideline Compliance: Thoroughly review and adhere to all guidelines provided by email providers like Google to ensure optimal deliverability.
Technical article

Documentation from Google Postmaster Tools explains that following their bulk sender guidelines can help improve your email deliverability and avoid being marked as spam. This includes authenticating your emails, maintaining a low spam complaint rate, and providing an easy unsubscribe option.

June 2023 - Google
Technical article

Documentation from Amazon SES explains that they automatically manage IP reputation and provide tools to monitor your sending metrics. If you encounter any deliverability issues, they offer resources and support to help you resolve them.

January 2023 - AWS
Technical article

Documentation from SparkPost explains that warming up your IP address gradually by slowly increasing the volume of emails you send helps establish a positive sending reputation with ISPs. Avoid sending large volumes of emails from a new IP address suddenly.

January 2023 - SparkPost
Technical article

Documentation from Mailgun explains that their Email Validation API helps to verify if an email address exists and is deliverable, reducing bounce rates and improving sender reputation. It checks for syntax errors, disposable email addresses, and MX record validity.

August 2024 - Mailgun
Technical article

Documentation from Microsoft explains that to remove your IP from the blocked senders list, you must use the delisting portal. You must first ensure that you have resolved the issue that caused the block and follow the instructions on the delisting portal page.

March 2022 - Microsoft