I am experiencing a problem with calendar sharing in Outlook.com. Environment

Question

I am experiencing a problem with calendar sharing in Outlook.com. Environment

Rudolf Lookert 0

Subject: Outlook.com calendar sharing fails with "Error preparing to send sharing message"

I am experiencing a problem with calendar sharing in Outlook.com.

Environment

Two separate free Outlook.com accounts (@outlook.com)

Private computers

The issue occurs in both:

Outlook on the web

The new Outlook for Windows

Problem

Until last week, calendar sharing worked normally. Since then, whenever either user tries to share a calendar with the other Outlook.com account, clicking Send results in the error:

"Error preparing to send sharing message."

(No additional error code is displayed.)

What we have already tested

The problem occurs in Outlook on the web and in the new Outlook for Windows.

Both users experience exactly the same issue.

User A cannot share a calendar with User B.

User B cannot share a calendar with User A.

Both accounts are free Outlook.com accounts.

No account settings or computer settings were changed before the problem started.

The problem started suddenly last week.

Because the issue affects both accounts, on different devices, and in both Outlook on the web and the new Outlook, it appears to be a server-side Outlook.com calendar sharing issue rather than a local client problem.

Could you please investigate whether there is a problem with the calendar sharing service for these Outlook.com accounts, or advise what additional diagnostics can be performed?

Thank you.

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Answer 1

Disclaimer: We noticed this thread is posted in the Dutch locale, but the question is written in English. Following our forum policy, I am responding in English to match the language of your query. If you prefer to view this response in Dutch, please feel free to let me know. Also note that This answer has been auto translated. Therefore, grammatical errors or strange wording may occur.

Hi Rudolf Lookert,

I understand the concern. Since the issue happens in both Outlook.com on the web and the new Outlook for Windows, and both free Outlook.com accounts are affected in both directions, this does not appear to be a local device or app-specific issue.

Please note that this is a user-to-user forum, so contributors here do not have access to Outlook.com account-side diagnostics or service logs. Based on what you have already tested, the appropriate next step is to contact Outlook.com support from the affected account so they can review the calendar-sharing service for the mailbox.

Before doing that, you may try these quick checks:

1, In Outlook.com, go to Calendar, right-click the calendar, choose Sharing and permissions, remove any existing entry for the other user if present, then try sharing again.

2, Make sure the recipient is entered as the full Outlook.com email address manually, not selected from an old browser/contact suggestion.

3, If sharing still shows “Error preparing to send sharing message,” contact Outlook.com support with below steps:

Go to Outlook.com and sign in.
Click the Help icon (question mark) in the top right corner.
In the Help pane that opens, search for "calendar sharing issue", then press Enter.
Scroll down the page until you see "Still need help?", click Yes.
Select "Chat with a support agent in your web browser."
Review the description of your issue and confirm your email address (ensure it's an email you can access).
Click Confirm to create the service request and then Start chat to connect with an agent.

As a temporary workaround, if the other person only needs read-only access, you may also use Outlook.com calendar publishing from Settings > Calendar > Shared calendars, then share the generated link. This is not the same as full calendar sharing, but it may help while the account-side issue is being reviewed.

For reference, Microsoft’s Outlook.com calendar sharing article explains the supported sharing and publishing methods: Share your calendar in Outlook.com.

I hope this helps.

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