Microsoft is gradually transitioning users from Outlook for Windows (classic) to the new Outlook for Windows client.
Many organizations still rely heavily on the classic version for advanced features, integrations, and add-ins. At the same time, Microsoft is positioning the new Outlook as the future of the platform.
Feature
Outlook for Windows
Outlook for Windows (classic)
Architecture
Web-based client
Native Windows application
Add-in support
Web add-ins only
COM / VSTO add-ins
Offline capabilities
Limited caching
Full mailbox offline
PST support
Limited
Full PST support
Development focus
Active development
Maintenance mode
Microsoft rebuilt Outlook to unify the experience across Windows, web, and mobile. The new Outlook uses web technologies similar to Outlook on the web, enabling Microsoft to ship features faster and support the same add-ins across multiple platforms.
Outlook for Windows is Microsoft’s modern Outlook client built on web technologies similar to Outlook on the web.
The goal is to create a consistent experience across:
The interface is simplified and updates are delivered continuously rather than through major Office releases.
Outlook for Windows (classic) is the long-standing desktop client included in Microsoft Office and Microsoft 365.
It remains widely used in enterprise environments because it supports:
Microsoft has committed to supporting the classic client until at least 2029, giving organizations time to transition gradually.
One of the biggest changes in the new Outlook is the add-in platform. Many organizations rely on Outlook integrations, so understanding how new Outlook add-ins work—and which legacy add-ins are no longer supported—is critical when planning a migration.
This shift improves security and cross-platform compatibility, but organizations relying on these integrations must evaluate compatibility before migrating.
According to Microsoft’s official feature comparison, several capabilities available in Outlook for Windows (classic) are not supported in the new Outlook.
These include: Because these technologies are not supported, organizations that depend on them may need to replace or redesign those integrations—typically using modern Outlook web add-ins and Microsoft Graph APIs—before fully migrating to the new Outlook.
Because these technologies are not supported, organizations that depend on them may need to replace or redesign those integrations—typically finding new Outlook add-ins that provide the same functionality as legacy COM add-ins used in classic Outlook.
Microsoft’s roadmap describes a staged transition:
Users can toggle between the two clients.
Users can still revert to classic Outlook during this stage if needed.
Users cannot switch back to classic Outlook.
Support for classic Outlook is expected to continue until at least 2029, giving organizations time to prepare.
Organizations planning to move from Outlook for Windows (classic) to the new Outlook for Windows should follow a structured migration process to avoid disrupting workflows and integrations.
Recommended migration steps:
Identify important COM/VSTO add-ins currently used across the organization
Find equivalent new Outlook add-ins
Deploy the new Outlook to a limited group of users to validate email management workflows, integrations, and user experience.
Ensure retention policies, eDiscovery capabilities, and audit trails continue to function correctly after migration.
Expand deployment in phases, providing training and support to ensure a smooth transition for users.
This phased approach helps organizations adopt the new Outlook while maintaining email management, compliance, and business continuity.
There is no single timeline for migrating to Outlook for Windows (the new Outlook). Microsoft is rolling out the new client gradually, and Outlook for Windows (classic) will remain supported for several years. This gives organizations time to plan and test their transition.
Organizations should consider moving to the new Outlook when:
Critical integrations are supported as new Outlook web add-ins.
Review Microsoft’s official New Outlook vs Classic Outlook feature comparison list to confirm that the capabilities your users rely on are available.
Ensure that retention, records management, and email management workflows will continue to function correctly.
Most organizations adopt a phased migration, starting with pilot users and expanding gradually.
harmon.ie supports organizations across both Outlook environments.
Product
Add-in type
Supported Outlook versions
Modern Outlook Web add-in
Outlook for Windows (new and classic), Outlook Web, Outlook for Mac
harmon.ie supports a gradual transition to the new Outlook.
This flexibility helps organizations maintain consistent email management, retention, and compliance workflows throughout the Outlook transition.
The transition from Outlook for Windows (classic) to Outlook for Windows is a major platform shift.
However:
The main difference is the architecture and add-in model. Outlook for Windows (the new Outlook) is built on web technologies similar to Outlook on the web and uses modern web add-ins. Outlook for Windows (classic) is the traditional desktop client with deeper Windows integration and support for COM and VSTO add-ins. The new Outlook focuses on cloud connectivity and cross-platform consistency, while classic Outlook includes many advanced desktop features used in enterprise environments.
Yes. Microsoft is gradually transitioning users from Outlook for Windows (classic) to Outlook for Windows. However, the transition is phased. Classic Outlook will continue to be supported until at least 2029, giving organizations time to evaluate compatibility, update add-ins, and migrate workflows safely.
In most environments, users can still switch back to classic Outlook using the toggle available in the Outlook interface. This allows organizations to test the new Outlook while continuing to use the classic client if needed. However, Microsoft is gradually encouraging adoption of the new Outlook, so organizations should prepare for a long-term transition.
Microsoft introduced web add-ins to improve security, reliability, and cross-platform compatibility. Web add-ins run in a secure sandbox and can work across Outlook on Windows, Outlook on the web, and Outlook for Mac. This allows developers to build integrations that function consistently across multiple Outlook environments.
Some features available in classic Outlook currently work differently or are not yet available in the new Outlook. These include advanced offline capabilities, full PST archive management, VBA automation, and support for legacy COM add-ins. Microsoft continues to add features, but organizations should review feature availability before migrating.
Organizations that use Outlook integrations or custom add-ins should review their compatibility before switching. Legacy integrations built using COM add-ins may need to be replaced with modern web add-ins or redesigned using Outlook APIs and Microsoft Graph. Testing integrations during a pilot deployment helps identify issues early.
A structured migration approach is recommended. Organizations should inventory Outlook add-ins, evaluate compatibility with web add-ins, test the new Outlook with pilot groups, validate email management and compliance workflows, and gradually expand deployment once readiness is confirmed.
Organizations that rely on integrations such as Outlook-SharePoint or Outlook-Teams workflows should review compatibility with modern Outlook web add-ins, such as New harmon.ie.
harmon.ie supports organizations throughout the Outlook transition. harmon.ie Classic works with Outlook for Windows (classic), while New harmon.ie works with Outlook for Windows as well as other Outlook clients such as Outlook on the web and Outlook for Mac. Both versions can run side by side, allowing organizations to introduce the new add-in while continuing to use the classic Outlook client. This helps organizations maintain consistent email management, retention, and compliance workflows during the migration.
One Outlook” was the internal Microsoft initiative to unify Outlook across platforms. The Windows version of that initiative is now called Outlook for Windows, commonly referred to as the New Outlook.
To deepen your understanding of effective email management:
Let us show you how harmon.ie streamlines email management from Outlook into Microsoft 365.