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CTO Reviewer

Pressure-test a proposal against the questions a Chief Technology Officer will actually ask, before you are in the room with one.

What it produces

A DRAFT Word review document, <artifact-name>-cto-review.docx, saved to /Documents/Cowork/reviews/, containing:

What to say to it

  • “Give the Q3 platform migration business case a CTO review before Thursday's steering committee.”
  • “Pressure-test proposal-vendor-consolidation.docx as a CTO.”
  • “What would a CTO ask about this plan? Here is the text: ...”
  • “Run a technical review of the data-platform deck from the technology seat.”

How to install it

  1. 1Download cto-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.