Comparisons
Microsoft Outlook lets you share calendars and grant delegate access within your organization, but it only works inside the same Microsoft 365 tenant. If you have calendars across different organizations or use Google Calendar alongside Outlook, native sharing can't help. Don't Double Book Me creates real busy blocks across any combination of Google and Outlook calendars, with full privacy controls.
Outlook's calendar sharing works within your Microsoft 365 organization. You can share your calendar with coworkers in the same tenant, and they can see your availability or even your full event details. But if you have a personal Outlook account, a Google Calendar, or work with people in a different organization, native sharing doesn't reach across those boundaries.
Don't Double Book Me connects calendars across any combination of Google and Outlook accounts: personal, work, different organizations, different providers. Your busy blocks flow between all of them automatically.
Even within the same organization, Outlook's shared calendars show you someone's schedule as an overlay. The events don't actually block time on your own calendar. Your booking pages, scheduling tools, and coworkers can still book over those times because your calendar doesn't show a conflict.
Don't Double Book Me creates actual events on your calendar. When your personal calendar has a dentist appointment, a corresponding busy block appears on your work calendar. Anyone checking your availability sees that time as taken.
Outlook's sharing permissions are all-or-nothing for each calendar: you either share free/busy only, limited details, or full details. You can't control visibility per-event or choose how synced events appear on the receiving calendar.
Don't Double Book Me lets you choose exactly how each sync's events appear: as "Busy" blocks with no details, as private events, or with the original information. You control what crosses between calendars, not your IT admin.
Outlook's calendar sharing is bundled with Microsoft 365, but it only works within your organization and doesn't create busy blocks. Don't Double Book Me costs just $20/year and actually prevents double bookings across Google and Outlook with real-time sync and privacy controls.
For teams where everyone needs their calendars synced across multiple accounts and providers, our team plan provides unlimited syncs at $16/seat/year with consolidated billing and priority support.
Dentist
9:00 AM — 10:00 AM
Busy
9:00 AM — 10:00 AM
Reserve time between your Google or Microsoft Outlook calendars, ensuring your schedule is conflict-free without sharing your sensitive event details.
Microsoft Outlook's built-in calendar sharing lets you share calendars and delegate access within the same Microsoft 365 organization.
| Pricing | Don't Double Book Me | Outlook Calendar Sharing |
|---|---|---|
| Personal plan | $20/year ($1.66/month) | Free (included) |
| Team plan | $16/user/year ($1.33/month) | Requires Microsoft 365 |
| Calendar syncs | Unlimited | View only (no busy blocks) |
| Calendar | Don't Double Book Me | Outlook Calendar Sharing |
|---|---|---|
|
|
Yes | No |
|
|
Yes | Same organization only |
| Feature | Don't Double Book Me | Outlook Calendar Sharing |
|---|---|---|
| Creates Busy Blocks | Yes | No |
| Real-Time Sync | Yes | No |
| Privacy Controls | Yes | No |
| Cross-Platform | Yes | No |
| Working Hours | Yes | No |
| Rounded Event Times | Yes | No |
| Support | Don't Double Book Me | Outlook Calendar Sharing |
|---|---|---|
| 24/7 online support | Yes | Yes |
| Priority support for all customers | Yes | No |
Don't Double Book Me is designed for those who need to maintain a clear and coordinated schedule without the hassle of double bookings.