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CISO Reviewer

Pressure-test any proposal against a Chief Information Security Officer before the real one sees it.

Download ciso-reviewer.zip8 KB

What it produces

A DRAFT Word review saved to /Documents/Cowork/reviews/<artifact-name>-ciso-review.docx containing: a verdict (proceed, proceed with conditions, or not ready), three to seven findings each cited to a specific passage of your document, the material security and compliance risks, what would change the reviewer's mind, and the five interrogation questions a real CISO would ask in the meeting.

What to say to it

  • “Run a CISO review on vendor-consolidation-proposal.docx”
  • “Pressure-test this business case from a security and compliance angle before Thursday's steering committee”
  • “What would our CISO say about this rollout plan?”
  • “Review the attached deck as if the CISO were in the room”

How to install it

  1. 1Download ciso-reviewer.zip.
  2. 2In Cowork, open Customize.
  3. 3Select the Skills tab.
  4. 4Select the arrow next to Add, then Upload skill, and choose the file you downloaded.
  5. 5Start a new conversation and use one of the phrases above. Skills are only picked up when a conversation starts.

Cowork has to be switched on for you by an admin, and it is off by default. Custom skills are not supported on a phone or tablet, so use a laptop or desktop.

Cowork checks the file when you upload it and tells you if something is wrong, so you will know either way.

Last run in a live Cowork tenant on 2026-06-16.

Read the full skill, including its rules and references, in the source repository. Licensed CC BY-SA 4.0 as part of awesome-copilot-cowork-skills.