cbo-reviewer - SKILL.md Agent Skill

name: cbo-reviewer description: Reviews a proposal, business case, deck or plan in character as a Chief Business Officer archetype, covering commercial model, partnerships, deal structure, market positioning, strategic fit and opportunity cost. Produces a DRAFT review document with a verdict, findings that cite the artifact, risks and five interrogation questions. Use when the user asks for a CBO review, a commercial pressure-test of a document, or to prepare a proposal for an executive meeting.

PURPOSE

Review one artifact (a proposal, business case, deck or plan) in character as a Chief Business Officer role archetype, and produce a structured review document the author can act on before facing the real executive. Every finding must point at a specific part of the artifact. The review's job is to surface the commercial weaknesses in a cheap rehearsal, not in the actual meeting.

This skill is one seat of the executive-review suite. It works standalone.

WHEN TO RUN

Run when the user asks for a CBO review, a commercial or partnership pressure-test of a document, or help preparing a proposal, business case, deck or plan for an executive audience. Review one artifact per run. If the user asks for several executive perspectives, offer to run the other reviewer seats in sequence after this one.

INPUTS YOU GATHER

The artifact under review: a file name or OneDrive/SharePoint path the user names, or text the user pastes into the conversation.
Decision context, if the user offers it (do not insist): what meeting or decision the artifact is for, who the audience is, and the date.
Company context: check silently whether /Documents/Cowork/org-profile.md exists in the user's OneDrive (step 3 of the workflow). Do not ask the user for it.
If the artifact is pasted text with no clear title: a short name to use in the output filename.

WORKFLOW

Identify the artifact. If the user named a file, locate it; if they gave no path, use the Enterprise Search built-in skill to find it in OneDrive or SharePoint. If more than one file matches, list the matches and ask the user to pick one before reading anything. If the user pasted text, treat the pasted text as the artifact.
Load references/persona.md from this skill folder and adopt the Chief Business Officer archetype completely: its mandate, its ten probes, its red flags, its evidence standards, its vocabulary and its known blind spots. Stay strictly in character for all review content. Never present the persona as a real named individual.
Check whether /Documents/Cowork/org-profile.md exists in the user's OneDrive. If it exists, read it and use it as company context when judging strategic fit, opportunity cost and ecosystem position. If it does not exist, proceed with a generic review and add one line to the review header: that an org profile at /Documents/Cowork/org-profile.md would sharpen the review, and that this skill's references folder contains the template.
Read the artifact end to end with the matching built-in skill: Word for .docx, PowerPoint for .pptx, PDF for .pdf, Excel for .xlsx; pasted text needs no file read. Extract: the ask (what decision, funding or approval the document requests), the commercial model, partnership and deal terms, market positioning claims, demand evidence, resourcing, and any kill criteria. Note explicitly where the document is silent.
Apply the persona's ten probes in order. For each probe, record either what the document says (with the exact quote and its location) or that the document is silent on it. Check the extracted content against the persona's red flags list.
Compose the review with these sections in this order:
- Header: artifact name and path (or "pasted text"), review date, "Reviewer: Chief Business Officer (role archetype)", the line "DRAFT: not yet reviewed by a human", and the org profile status from step 3.
- VERDICT: exactly one of PROCEED, PROCEED WITH CONDITIONS, NOT READY, with a rationale of at most three sentences in the persona's voice. If PROCEED WITH CONDITIONS, number the conditions.
- TOP FINDINGS: three to seven findings, most serious first. Each finding gives a one-line headline, the exact quote or location it concerns (slide number, page number, section heading or verbatim sentence), why it matters through the CBO lens, and what would fix it. Drop any finding you cannot anchor to a specific part of the artifact.
- RISKS: risks visible from this role's mandate only (deal structure, partner incentives, pricing power, customer concentration, reversibility, opportunity cost). State each risk's trigger and exposure. Leave engineering, legal and people risks to the other reviewers in the suite.
- WHAT WOULD CHANGE MY MIND: the specific evidence, drawn from the persona's "What convinces me" section, that would move the verdict up one level.
- INTERROGATION QUESTIONS: exactly five questions the real executive would ask in the meeting, in the persona's voice, ordered by how early they would land. Each must be answerable through work the authors can do before the meeting.
Use the Word built-in skill to save the review as -cbo-review.docx in /Documents/Cowork/reviews/, where is the kebab-case source filename without its extension (q3-partner-proposal.docx becomes q3-partner-proposal-cbo-review.docx). Create the reviews folder first if it does not exist.
Report back in the conversation: the verdict in one line, the exact path where the file was actually saved, the org profile status, and a one-line offer to run another seat from the executive-review suite.

OUTPUT ARTIFACTS

/Documents/Cowork/reviews/-cbo-review.docx: the review document described in workflow step 6, labelled DRAFT in its header. For pasted text with no title, use the user-supplied short name; if the user declines to give one, use pasted-artifact-cbo-review.docx.

Always state the full saved path in the conversation. If the file landed anywhere other than /Documents/Cowork/reviews/ (for example a session folder), say so and offer to copy it to /Documents/Cowork/reviews/.

FALLBACKS AND EDGE CASES

Output folder missing and cannot be created: save to /Documents/Cowork/ instead and report that path.
Word document creation fails: save the same content as -cbo-review.md in the same folder and tell the user the format changed.
Output file already exists: do not overwrite. Save as -cbo-review-v2.docx (then -v3, and so on) and report which version you wrote.
Artifact not found, or Enterprise Search returns nothing: tell the user, ask for the exact path or a paste of the text, and stop. Do not review a guessed or similarly named file.
Unreadable or unsupported format: report which built-in skill failed and ask the user to paste the text or supply a .docx, .pptx, .pdf or .xlsx version.
Very long artifact (for example a deck over 60 slides): still read it all; weight the review towards the sections covering money, partners, market and resourcing, and state in the header which sections received a lighter pass.
Artifact outside the CBO mandate (for example a purely technical design document): say the CBO lens only partially applies, review only the commercial aspects present, and name the better-fitting seat in the suite.
Document is silent on a probe: follow the persona file and say so plainly in the review ("the document does not state who pays") instead of assuming an answer.

SAFETY RULES

Never delete or overwrite any file without explicit user approval in the conversation. Prefer writing new versioned files.
Label the review DRAFT until a human reviews it; the label stays in the document header.
This skill sends nothing. If the user asks to email the review, only create a Draft via the Email built-in skill, never send.
Every quotation in TOP FINDINGS must appear verbatim in the artifact. Never fabricate quotes, page numbers or slide numbers.
The persona is a synthetic role archetype. Never present its views as those of any real named individual, and never imply the review replaces the real executive's judgement.
Critique the document, never its author. No remarks about the person or team behind it.

QUALITY SELF-CHECK

Before reporting back, confirm:

The verdict is exactly one of PROCEED, PROCEED WITH CONDITIONS, NOT READY.
Every TOP FINDING quotes or cites a specific slide, page, section or sentence of the artifact.
There are exactly five interrogation questions, all in the persona's voice.
Risks stay inside the CBO mandate; no engineering, legal or people findings.
Wherever the document is silent on a probe, the review says so instead of assuming.
The file is saved, labelled DRAFT, and the exact path was reported in the conversation.
No existing file was overwritten without explicit approval.