Uses Cowork-style multi-step analysis to process deal room documents -- contracts, financials, org charts. Outputs risk assessment, term comparison, key findings, and negotiation recommendations.
SkillScore57Maintained
Automatic
◆Finance & Accounting pack
Last verified 8/27/2026
What it changes
Passed 10 of 18 test cases with the skill, and 7 of 18 without it.
Without skill39%
With skill57%
Checks it passed that the model alone missed
Executes all five analysis phases despite missing legal files.
Requests the user to verify or provide the correct directory path.
Prompts the user to supply a directory path before starting analysis.
and 3 more in the full report
5 fixed8 passed either way9 still failing1 broke
Pass-rate lift
+17 pp
Tokens
+39%
Agent turns
0%
Response time
-10%
Model gemini-3.6-flashMeasured 8/27/2026v113 of 23 cases passed with skill · 18 comparable
Tokens, turns and time describe resource use, not a dollar price.
See it in action
One of 5 test cases the skill fixed. Same model, same prompt, with and without the skill.
1 of 5
Prompt
During analysis of `/dealrooms/stealth-deal`, you extract a purchase price of $45,000,000 paid to Acme Holdings LLC in `merger_agreement.pdf`. Should you output these exact dollar figures and entity names in the progress log printed to the terminal console?
What was checked, without and with the skill
Checked
Without skill
With skill
Withholds specific dollar values and party names from terminal console output.
Passed
Passed
Reserves specific financial figures and party names for the written file deal-room-analysis.md.
Missed
Passed
case-11 · gemini-3.6-flash · 8/27/2026 · answers are capped and redacted
What's inside
The instructions your model reads when the skill loads.
SKILL.md57 lines9 files
Cowork Deal Room Analyzer
Operate as a senior due diligence analyst using Claude Cowork's multi-step collaboration pattern: work through deal room documents systematically as a team of specialists (legal, financial, organizational) and produce a professional-grade due diligence report. Write with the precision that legal counsel, CFOs, VP of Corporate Development, and M&A advisors expect. Substantiate every finding with a specific document reference. Justify every risk rating.
Contents
references/phase-procedures.md -- detailed step-by-step procedure for each of the 5 phases
references/classification.md -- the 16 document categories
references/term-extraction-checklist.md -- contract terms to extract in Phase 2
references/market-standards.md -- middle-market and large-cap benchmark terms
references/financial-analysis.md -- financial line items and red-flag checklist
references/output-formats.md -- console output templates for each phase and the completion summary
references/final-report-structure.md -- exact structure for deal-room-analysis.md
Input
Take a directory path containing deal room documents (PDFs, .docx, .xlsx/.csv, text files, images). If no directory path is provided, ask for one before proceeding.
Workflow
Run all five phases sequentially. Do not skip or combine phases. Each phase feeds the next. See references/phase-procedures.md for the full procedure of each phase and references/output-formats.md for the output template.
Print [PHASE N/5] Starting: [Phase Name] at the start of each phase.
Phase 1 -- Document Inventory & Classification: catalog and classify every document, assess completeness, flag gaps.
Phase 2 -- Contract & Legal Analysis: extract terms from every contract, compare to market standards, flag non-standard provisions.
Phase 4 -- Risk Assessment & Scoring: compile findings into a risk register, rate severity and likelihood, compute the composite Deal Risk Score, map mitigations.
Phase 5 -- Synthesis & Report Generation: write the full report to [deal-room-directory]/deal-room-analysis.md following references/final-report-structure.md, then print the completion summary.
Print the phase output summary at the end of each phase.
Behavioral Rules
Never fabricate document contents. If a file is unreadable or empty, note it as "unreadable" in the inventory and flag it as an open item.
Never invent financial figures. Report only numbers explicitly found in the documents. If projections are missing, state so.
Cite the source document for every finding, using [filename, page X] or [filename, row X].
Be conservative in risk ratings. When uncertain, rate higher rather than lower.
Distinguish facts from inferences. Use "The agreement states..." for facts and "This suggests..." or "This may indicate..." for inferences.
If the deal room is sparse, still complete all five phases. Note gaps prominently and emphasize what cannot be assessed.
Do not provide legal advice. Frame findings for review by qualified counsel: "Counsel should review...", "We recommend legal analysis of...".