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Users switching from classic Outlook to the new Outlook for Windows often notice that the Teams Meeting add-in behaves differently. In classic Outlook, the add-in appears as a toolbar button or a separate entry in the ribbon. In new Outlook, the add-in is built directly into the calendar and ribbon, with no separate COM add-in … Read more
Many users who rely on third-party email services such as Gmail, Yahoo, or iCloud in the classic Outlook are now asking whether the new Outlook for Windows supports add-ins for these accounts. The new Outlook, built on a web-based platform, has a different architecture that does not currently allow third-party account add-ins to function the … Read more
If you use multiple email accounts in Classic Outlook, you may have installed add-ins that work only with a secondary account. In New Outlook for Windows, the way add-ins load and interact with secondary accounts has changed. This article explains the technical differences, how add-in activation now works, and what you need to adjust for … Read more
If you use Classic Outlook and rely on S/MIME to sign or encrypt your email, you may be wondering how the new Outlook handles this feature. The new Outlook for Windows uses a different architecture that changes how certificates are managed and applied. This article explains the core differences in S/MIME behavior between the two … Read more
When you switch from Classic Outlook to the new Outlook for Windows, your sensitivity labels may not appear immediately in the ribbon or the email compose window. This happens because the new Outlook client uses a different mechanism to load Microsoft Purview Information Protection settings. In this article, you will learn how to enable sensitivity … Read more
Your organization uses Data Loss Prevention policies to prevent sensitive information like credit card numbers or social security numbers from leaving via email. The new Outlook for Windows includes DLP policy tips that warn users before they send a message containing sensitive data. However, the location of these settings and the limits of what they … Read more
You have configured sensitivity labels in Microsoft 365 but users still send emails without applying a label. The new Outlook for Windows and Outlook on the web enforce mandatory labeling only when the Microsoft Purview compliance portal policy is set to block unlabeled outbound emails. This article explains how to configure the exact policy rule … Read more
When your organization enforces mandatory sensitivity labels in Outlook, you need to block users from printing or saving emails as PDF files to maintain compliance. In classic Outlook, Group Policy settings can prevent PDF printing. The new Outlook for Windows does not support those same Group Policy settings, creating a compliance gap. This article explains … Read more
You need to block printing in Outlook based on Microsoft Purview Information Protection label rights. The print button remains visible even when a label restricts printing, leading to confusion and potential data leaks. In Classic Outlook, admins can use group policy to hide the print command entirely. New Outlook does not support this group policy … Read more
You recently switched from classic Outlook to the new Outlook for Windows and the screen capture blocking feature you used in classic Outlook is missing from its old location. This feature, known as Information Rights Management or IRM, prevents recipients from taking screenshots or screen recordings of sensitive emails. The new Outlook places this protection … Read more