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articles/virtual-network/troubleshoot-outbound-smtp-connectivity.md

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ms.service: virtual-network
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ms.topic: troubleshooting
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ms.workload: infrastructure-services
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ms.date: 04/28/2021
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ms.date: 10/30/2023
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ms.author: allensu
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Outbound email messages that are sent directly to external domains (such as outlook.com and gmail.com) from a virtual machine (VM) are made available only to certain subscription types in Microsoft Azure.
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> [!IMPORTANT]
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> For all examples below, the process applies mainly to Virtual Machines & VM Scale Sets resources (`Microsoft.Compute/virtualMachines` & `Microsoft.Compute/virtualMachineScaleSets`). It is possible to use port 25 for outbound communication on [Azure App Service](https://azure.microsoft.com/services/app-service) and [Azure Functions](https://azure.microsoft.com/services/functions) through the [virtual network integration feature](/azure/app-service/overview-vnet-integration#application-routing) or when using [App Service Environment v3](../app-service/environment/networking.md#network-routing). However, the subscription limitations described below still apply. Sending email on Port 25 is unsupported for all other Azure Platform-as-a-Service (PaaS) resources.
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> For the following examples, the process applies mainly to Virtual Machines & VM Scale Sets resources (`Microsoft.Compute/virtualMachines` & `Microsoft.Compute/virtualMachineScaleSets`). It's possible to use port 25 for outbound communication on [Azure App Service](https://azure.microsoft.com/services/app-service) and [Azure Functions](https://azure.microsoft.com/services/functions) through the [virtual network integration feature](/azure/app-service/overview-vnet-integration#application-routing) or when using [App Service Environment v3](../app-service/environment/networking.md#network-routing). However, the the following subscription limitations described still apply. Sending email on Port 25 is unsupported for all other Azure Platform-as-a-Service (PaaS) resources.
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## Recommended method of sending email
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We recommend you use authenticated SMTP relay services to send email from Azure VMs or from Azure App Service. (These relay services typically connect through TCP port 587, but they support other ports.) These services are used to maintain IP and domain reputation to minimize the possibility that external domains reject your messages or put them to the SPAM folder. [SendGrid](https://sendgrid.com/partners/azure/) is one such SMTP relay service, but there are others. You might also have an authenticated SMTP relay service on your on-premises servers.
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Using these email delivery services isn't restricted in Azure, regardless of the subscription type.
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## Enterprise Agreement
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For VMs that are deployed in standard Enterprise Agreement subscriptions, the outbound SMTP connections on TCP port 25 will not be blocked. However, there is no guarantee that external domains will accept the incoming emails from the VMs. If your emails are rejected or filtered by the external domains, you should contact the email service providers of the external domains to resolve the problems. These problems are not covered by Azure support.
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For VMs that are deployed in standard Enterprise Agreement subscriptions, the outbound SMTP connections on TCP port 25 aren't blocked. However, there's no guarantee that external domains accept the incoming emails from the VMs. For emails rejected or filtered by the external domains, contact the email service providers of the external domains to resolve the problems. These problems aren't covered by Azure support.
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For Enterprise Dev/Test subscriptions, port 25 is blocked by default.
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It is possible to have this block removed. To request to have the block removed, go to the **Cannot send email (SMTP-Port 25)** section of the **Diagnose and Solve** blade in the Azure Virtual Network resource in the Azure portal and run the diagnostic. This will exempt the qualified enterprise dev/test subscriptions automatically.
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It's possible to have this block removed. To request to have the block removed, go to the **Cannot send email (SMTP-Port 25)** section of the **Diagnose and Solve** section in the Azure Virtual Network resource in the Azure portal and run the diagnostic. This process exempts the qualified enterprise dev/test subscriptions automatically.
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After the subscription is exempted from this block and the VMs are stopped and restarted, all VMs in that subscription are exempted going forward. The exemption applies only to the subscription requested and only to VM traffic that is routed directly to the internet.
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## All Other Subscription Types
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The Azure platform will block outbound SMTP connections on TCP port 25 for deployed VMs. This is to ensure better security for Microsoft partners and customers, protect Microsoft’s Azure platform, and conform to industry standards.
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The Azure platform blocks outbound SMTP connections on TCP port 25 for deployed VMs. This block is to ensure better security for Microsoft partners and customers, protect Microsoft’s Azure platform, and conform to industry standards.
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If you're using a non-enterprise subscription type, we encourage you to use an authenticated SMTP relay service, as outlined earlier in this article.
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If you're using a nonenterprise subscription type, we encourage you to use an authenticated SMTP relay service, as outlined earlier in this article.
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## Changing subscription type
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If you change your subscription type from Enterprise Agreement to another type of subscription, changes to your deployments may result in outbound SMTP being blocked.
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If you change your subscription type from Enterprise Agreement to another type of subscription, changes to your deployments might result in outbound SMTP being blocked.
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## Need help? Contact support
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If you are using an Enterprise Agreement subscription and still need help, [contact support](https://portal.azure.com/?#blade/Microsoft_Azure_Support/HelpAndSupportBlade) to get your problem resolved quickly. Use this issue type: **Technical** > **Virtual Network** > **Cannot send email (SMTP/Port 25)**.
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If you're using an Enterprise Agreement subscription and still need help, [contact support](https://portal.azure.com/?#blade/Microsoft_Azure_Support/HelpAndSupportBlade) to get your problem resolved quickly. Use this issue type: **Technical** > **Virtual Network** > **Cannot send email (SMTP/Port 25)**.

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