# Now Outlook, too > Reassign now syncs two-way with Outlook Calendar. Connect Microsoft 365 or Outlook.com and your events land on a 24-hour dial, edits flowing back to Microsoft. Published: 2026-07-06. Canonical: https://reassign.ai/blog/outlook-on-the-dial Your work life probably lives in Outlook: the Microsoft 365 calendar the whole team runs on, the one your day actually answers to. Now **Outlook** lands on the dial too, two-way, right next to everything else. When we [put your calendars on one dial](https://reassign.ai/blog/one-dial-every-calendar), the promise was always plural. Every calendar, one round face. Google is where it started, because that is where most people's time lives. But the idea only pays off when the dial holds *all* your streams of time, wherever they sit. *Outlook on the right, the same events as blocks on the dial on the left. Move one on the ring and it writes back to Microsoft.* ## Does Reassign sync with Outlook Calendar? Yes. Connect a Microsoft 365 or Outlook.com account and every calendar under it lands on the 24-hour dial, each in its own colour, as real blocks you can move. Because the dial is where you plan, the moves you make there flow straight back to Microsoft. ## It works exactly like Google There is nothing new to learn. Outlook rides the same machinery Google does: connect, walk a short wizard to pick the calendars you want, and they start syncing. - Events come *in* automatically and land as editable blocks, not a separate read-only layer. - Reassign's AI sorts each one into the right [area and activity type](https://reassign.ai/blog/areas-and-activities-colour-and-texture) from your context, so an imported day shows up already colour-coded instead of a pile of grey rectangles. - Edits flow *out* the same way: move, resize, or retitle a block you own and the change is written back to the Outlook event. - Events you are only invited to ride along read-only, so you can see them without rewriting someone else's calendar. The freshness works the same too. Microsoft pushes changes to Reassign, so an edit you make in Outlook shows up on the dial within moments, a background sync runs as a backstop, and a manual **Sync now** pulls anything in immediately when you know you have just changed something elsewhere. ## What comes across Outlook has a few event shapes of its own, and each one has a home on the dial: - **Recurring events** repeat on the dial and stay in sync both ways, so a standing weekly meeting set in Outlook shows up every week here. - **All-day events**, a birthday or a trip or an out-of-office hold, read as a hairline halo ring around the outside of the day. They mark the day without eating into your hours or blocking a plan. - **The clutter stays out.** Microsoft's auto-generated calendars, and non-event noise like out-of-office and focus-time annotations, are filtered so only your real events reach the ring. And because Outlook and Google are both just *sources*, they mix freely. The work calendar in Outlook and the family one in Google can sit on the same face, each its own colour. You stop reading *which app* a block came from and just see *what part of life* it belongs to. ## Is it safe to connect Outlook? Same posture as every other source: deliberately narrow. It all runs server-side, your tokens are encrypted and never exposed to the browser, and Reassign only ever reads and writes the calendars you explicitly connect. Nothing else in your Microsoft account is touched. Disconnecting is clean. Remove the connection and its blocks come off your dial. **Nothing is deleted from Microsoft.** Your Outlook calendar over there stays exactly as it was. ## What's next Outlook is the second source, not the last. Under the hood, "a calendar" is just one kind of stream Reassign can treat as a colourable, editable layer on the dial, and the same framework already reaches beyond calendars: [your Todoist tasks](https://reassign.ai/blog/todoist-on-the-dial) now land on the dial too. The [roadmap](https://reassign.ai/roadmap) has the rest of what is coming. For now: if your days are split across Google and Outlook, you can pull both onto one face today. Once your real day is on the dial, you can [plan it with Claude](https://reassign.ai/mcp), too. Calendar sync is part of [Reassign Pro](https://reassign.ai/pricing), $8/month or $72/year, with a 7-day trial and no card to start. One face, still. Now with Outlook on it. ## FAQ ### Does Reassign sync with Outlook Calendar? Yes. Reassign syncs two-way with Outlook, both Microsoft 365 work accounts and personal Outlook.com. Your calendars appear on the 24-hour dial in their own colour, sorted into your areas, and edits you make on the dial write back to Microsoft. ### Is the Outlook sync two-way, like Google? Yes, and it works the same way. Events import from Outlook onto the dial automatically, and when you move, resize, or edit a block you own it updates in Outlook too. Changes made elsewhere arrive on the dial in near real time, with a background sync as a backstop and a manual "Sync now" when you want to pull a change in right away. ### Can I connect Outlook and Google at the same time? Yes. Both are sources on the same dial. Work can live in Outlook and family in Google, each in its own colour, all on one round face. ### Does it sync all-day and recurring Outlook events? Yes. Recurring Outlook events repeat on the dial and stay in sync both ways, and all-day events read as a hairline halo ring around the day rather than a block that eats your hours. ### What happens to my Outlook events if I disconnect? Disconnecting removes the imported blocks from your dial. Nothing is changed or deleted in Microsoft; your Outlook calendar stays exactly as it was. --- More from Reassign, a 24-hour circular day planner: https://reassign.ai/llms.txt