Microsoft is begging you to ditch Outlook Classic, and now it’s handing out Rewards points to try New Outlook on Windows 11
windowslatest.com Nov 8, 2026

Microsoft is begging you to ditch Outlook Classic, and now it’s handing out Rewards points to try New Outlook on Windows 11

AI-summarised brief · reviewed before publication

Microsoft has added a Rewards‑based incentive to its New Outlook client on Windows 11, offering points to users who switch from Outlook Classic. After the latest update, a Rewards icon appears in the title bar; clicking it opens the “Explore on Outlook” pane where daily tasks grant points. The initial tasks – opening automatic‑reply settings, viewing the Microsoft 365 pricing page, and searching “boost your Outlook efficiency” on Bing – each awarded ten points, totaling 30 points for minimal effort. Microsoft says the program encourages quick auto‑reply setup and familiarizes users with New Outlook features. The company also announced upcoming faster‑search integration for Classic Outlook, while New Outlook still lacks full PST support and local caching, prompting mixed reactions from enterprise users worldwide today.

💡 Why It Matters

  • · By gamifying the migration, Microsoft turns a reluctant upgrade into a low‑effort loyalty program, accelerating adoption of its cloud‑first email stack.