dotjesper.com | Copilot Cowork

All posts for Copilot Cowork series.

Exploring Microsoft Copilot Cowork skills management

July 25, 2026 by Jesper Nielsen • 13 minutes to read

What if the skills you built are not as good as you think they are?

I built four custom skills in Microsoft Copilot Cowork before it occurred to me to ask whether any of them were actually good. They worked, mostly, so I assumed they were fine. Then I asked Cowork to score them, and the numbers told a more honest story than my own reading ever could. In my Exploring Microsoft Copilot Cowork skills post, I covered how to build skills - the format, the structure, the journey from GitHub Copilot instruction files to portable Agent Skills. This post picks up where that one left off. You have created your skills. Now what?

Exploring Microsoft Copilot Cowork skills

June 25, 2026 by Jesper Nielsen • 28 minutes to read

What happens when years of refining AI instructions meet a completely new way of working with AI?

In my previous post, I covered what Copilot Cowork is, how it works, and why the personalization model - personal instructions, memory, and custom skills - is what sets it apart. This post goes deeper into the skill format itself and the journey of translating years of GitHub Copilot instruction files into Copilot Cowork skills.

Exploring Microsoft Copilot Cowork

May 12, 2026 by Jesper Nielsen • 17 minutes to read

What if your AI assistant could do more than answer questions - what if it could actually do the work?

Most AI assistants stop at the chat box. You ask a question, you get an answer, and the rest is up to you. Microsoft Copilot Cowork goes a step further - it brings a working assistant into Microsoft 365 that can read your email, draft your decks, prepare you for your meetings, and follow your personal way of working. The part that makes this interesting is not the chat. It is the ability to act across your entire Microsoft 365 environment and a personal skill system that teaches Cowork how you work.