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Wednesday’s web: controlled collaboration with Microsoft 365 for Jira

Collaboration. A curious concept, fragile, chaotic, and usually doomed.

And yet, for Atlassian Apptoberfest 2025, I find myself at the center of it. I, Wednesday Addams, represent yasoon and their Microsoft 365 for Jira app. Apparently, I am the mascot of controlled communication. How ironic.

This is Wednesday’s web: A project board where every Microsoft Teams message, Outlook meeting, and email is captured, dissected, and ultimately buried alive inside Jira.

[Click here to see the demo on mobile, not that it improves anything...]



  • Raven’s assembly: a Teams chat started from Jira, etched into the work item forever.
  • Dark gathering: Outlook meetings summoned directly from Jira, complete with meeting chats.
  • Shadow message: external emails sealed in the Jira crypt, preserved for eternity.
  • Haunted calendar: Outlook haunting Jira and back again, erasing excuses.
  • Wednesday's board in Microsoft Teams: the Jira board itself, lurking inside Microsoft Teams, watching you.

Efficiency. Automation. Controlled collaboration.
And fewer foolish messages.

You may call it productivity. I call it control.

Wednesday’s web is only one glimpse into the abyss. Microsoft 365 for Jira covers far more than my experiments in control. From internal ticketing and incident management to HR requests, stakeholder updates, external projects, and even campaign coordination. Use cases multiply like shadows. Choose whichever path you like.

Now, off you go to the Atlassian Marketplace and make sure to vote this piece of Atlassian Apptoberfest content, if only to prove you were paying attention.

Finally, I need silence after enduring this demo.

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Parts of this demo were generated with the cold precision of AI, then dressed up with Canva filters to appear more charming than they truly are. The concept of the Microsoft 365 for Jira demo, however, along with its core ideas and vision, remains the work of actual humans. For better or worse.

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