# Certificate Authentication Support for SMTP

As part of this Feature Wave you will now be able to use an **Authentication Certificate** for your **Authentication Method** when using **Office 365 SMTP** as your email service for outgoing email connectors. This is to help our customers who may have been using SMTP Basic Authentication until now, but will need to transition to a different authentication approach due to Microsoft's impending phasing out of SMTP Basic Authentication support. This option is available when choosing 'Office 365 (SMTP Relay)' or 'Other' as your Email Service.

### Office 365 (SMTP Relay)

If you configure your outgoing email connector's **Email Service** as 'Office 365 (SMTP Relay)', you will be able to chose either '**Authentication Certificate'** or '**None**' as your Authentication Method.

<figure><img src="/files/8JYBCZNfP0TACOxvByWz" alt=""><figcaption></figcaption></figure>

#### Choosing 'Authentication Certificate' for Authentication with SMTP Service

If you chose the **Authentication Certificate** option, you will be presented with a file box where you can either drag and drop your **.pfx** file, or browse your files for it. Additionally there will also be a **Certification Password** box to add your connector's **Certificate Password**.

<figure><img src="/files/cG6rKBtfLw2JiTO96ofd" alt=""><figcaption></figcaption></figure>

### Options when choosing 'Other' as Email Service

If you configure your outgoing email connector to use 'Other' as its **Email Service**, you will be able to chose from **None**, **Username and Password** or **Authentication Certificate** as your **Authentication Method**.

<figure><img src="/files/SZf3oUXAa3T9IjgadSco" alt=""><figcaption></figcaption></figure>

#### Choosing 'Username & Password' for Authentication with 'Other' Service

If you choose **Username and Password** as your **Authentication Method**, you will be required to fill out your **Connector's Username** and you **Connector's Password**.

<figure><img src="/files/qRtO92eTU48599wuMTvk" alt=""><figcaption></figcaption></figure>

#### Choosing 'Authentication Certificate' for Authentication with 'Other' Service

If you choose the **Authentication Certificate** option, you will be presented with a file box where you can either drag and drop your **.pfx** file, or browse your files for it. Additionally, there will also be a **Certification Password** box where you will be able to configure your connector's configuration password.

<figure><img src="/files/B6uUzaw6DithXmrpne8N" alt=""><figcaption></figcaption></figure>


---

# Agent Instructions: Querying This Documentation

If you need additional information that is not directly available in this page, you can query the documentation dynamically by asking a question.

Perform an HTTP GET request on the current page URL with the `ask` query parameter:

```
GET https://docs.enate.net/whats-new/november-2025-feature-wave/november-2025-feature-wave/certificate-authentication-support-for-smtp.md?ask=<question>
```

The question should be specific, self-contained, and written in natural language.
The response will contain a direct answer to the question and relevant excerpts and sources from the documentation.

Use this mechanism when the answer is not explicitly present in the current page, you need clarification or additional context, or you want to retrieve related documentation sections.