ContextWindow
Dispatch log  ·  Field notes on frontier AI across the Microsoft stack.
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Welcome to Context Window

Field notes on Microsoft's AI solutions. How they work, and how they actually get used at work.

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Latest dispatches

03 / archive →
01
Copilot Cowork Jun 30, 2026

Cowork, and the problem of too many Copilots

Cowork is the Copilot that runs on its own and bills by the task. Here is when to reach for it, how to govern it like cloud spend, and where I thin...

12 min
02
Workflow Jun 14, 2026

Write your AI instructions once, use them everywhere

I kept hand-editing the same personal instructions across Claude, and every other AI tool I use. So I borrowed the dotfiles playbook, one source of...

5 min
03
Microsoft Scout Jun 5, 2026

Sixty days with Microsoft Scout

An autonomous agent that lives inside Microsoft 365. Here is what it actually did for me, and where it still falls down.

8 min

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New dispatches on shipping AI inside the Microsoft stack. No fluff, no recycled press releases.