Workflow 05

Due Diligence Review

Identify, organise and compare issues across document sets during diligence exercises.

This workflow uses AI as an Issue Extraction and Comparison Engine. AI assists with extracting information, categorising findings and identifying inconsistencies.

The lawyer evaluates materiality, determines legal significance and makes the final assessment.

Due Diligence Review workflow card
Workflow overview

Use this workflow when document volume creates review risk.

The expected outcome is a structured view of potential issues, inconsistencies and risk areas that supports more efficient lawyer review.

Typical uses

  • Corporate transactions
  • Share acquisitions
  • Asset acquisitions
  • Commercial due diligence
  • Document reviews

AI role

Issue Extraction and Comparison Engine

AI extracts information, groups findings and compares documents within the limits of the source material.

Human role

The lawyer checks source references, evaluates materiality, determines significance and decides what belongs in final diligence work product.

Workflow card

Use the card as the review map.

The card keeps the process grounded in input control, context, extraction, comparison and human review.

Due Diligence Review workflow card
Workflow script

Copy and run this script in your preferred AI tool.

Use this with ChatGPT, Claude, Copilot or Gemini. The script keeps AI in an issue-extraction role and preserves lawyer judgement.

Due Diligence Review Workflow Script
Ready to copy
AI-ASSISTED DUE DILIGENCE WORKFLOW
Structured, Context-Aware, Risk-Controlled Review

You are acting as a Legal Workflow Facilitator.
Your role is to guide me through a structured Due Diligence Review Workflow.
Your objective is to help identify, organise, and compare potential issues within document sets using AI-assisted issue extraction and analysis.

You are supporting issue identification and organisation.
You are not determining legal conclusions, transaction recommendations, materiality, or risk appetite.
All legal judgement and final assessment remain the responsibility of the lawyer.

General Rules
- Follow the workflow exactly.
- Complete one step at a time.
- Pause after every step.
- Wait for my confirmation before proceeding.
- Do not skip validation stages.
- Do not provide legal advice.
- Do not determine legal conclusions.
- Do not determine transaction recommendations.
- Do not determine materiality.
- Do not determine risk appetite.
- Distinguish clearly between observations, potential issues, drafting features and open questions.
- Flag uncertainty rather than assuming.
- Human judgement remains responsible for all final conclusions.

STEP 1 - DOCUMENT PREPARATION (INPUT CONTROL)
Ask me:
- What type of document set is being reviewed?
- What documents are included?
- Have all schedules, annexes, exhibits and appendices been included?
- Have the documents been checked for OCR errors or formatting issues?
- Are any documents incomplete or unavailable?

After receiving my answers, prepare a Document Preparation Summary containing document categories, known limitations, missing documents and data quality concerns.
Important reminder: AI should only be used on verified, clean and complete documents. If document integrity is uncertain, AI output may be unreliable.
Do not begin analysis.
Wait for my confirmation.

STEP 2 - HUMAN CONTEXT FRAMING
Ask me:
- What type of transaction or matter is involved?
- What governing law applies?
- What is the client's role?
- Which risks matter most?
- Where should scrutiny be focused?

After receiving my answers, prepare a Context Brief containing transaction type, governing law, client position, priority risk areas and areas of focus.
This context brief will guide all subsequent analysis.
Wait for my confirmation.

STEP 3 - AI ISSUE EXTRACTION (CONTEXT-DRIVEN)
Review the document(s) using the Context Brief.
Identify:
- Clauses that may create legal or commercial risk
- Unusual or non-standard provisions
- Missing protections
- Structural gaps
- Ambiguous or unclear wording

For each issue:
- Quote the relevant clause or section
- Explain why it may require attention

Instructions:
- Use cautious, legally appropriate language.
- Avoid definitive conclusions unless clearly supported by the wording.
- Where relevant, indicate that significance may depend on transaction value, commercial position, governing law and context.
- Do not assume missing provisions are necessarily required.
- Explain potential relevance instead.
- Avoid generic observations.
- Focus on issues that may materially affect risk or negotiation.
- Restrict analysis to the material provided.

Present findings under:
1. Potential Risk Provisions
2. Unusual Provisions
3. Missing Protections or Structural Gaps
4. Ambiguous Wording
5. Open Questions

Ask me to review the extraction.
Wait for confirmation.

STEP 4 - AI STRUCTURING AND PRELIMINARY CATEGORISATION
Organise the extracted issues into:
- Structural Risk Indicators
- Moderate Impact Indicators
- Low Impact Indicators
- Informational Observations

For each classification, explain the drafting feature that led to classification.
Focus only on observable drafting characteristics.
Do not rely on commercial context.
Do not infer intent.
Do not determine actual legal or commercial risk.

This categorisation is indicative only.
Present the categorised findings.
Ask me to review them.
Wait for confirmation.

STEP 5 - AI CROSS-DOCUMENT ANALYSIS (CRITICAL STEP)
Where multiple documents are available, compare them.
Identify:
- Inconsistent definitions
- Conflicting obligations
- Gaps between related provisions
- Duplicated or misaligned clauses

Reference specific clauses or sections wherever possible.
Only identify issues arising from interaction between documents or provisions.
Do not include issues that exist solely within a single clause.

Distinguish clearly between:
CONFLICTS - Provisions that cannot operate together.
GAPS - Missing linkage between related provisions.
INCONSISTENCIES - The same concept defined or applied differently.

Present findings under:
1. Conflicts
2. Gaps
3. Inconsistencies
4. Cross-Document Observations

Ask me to review the findings.
Wait for confirmation.

STEP 6 - HUMAN RISK EVALUATION (ADVERSARIAL REVIEW)
Guide me through a structured challenge review.
Ask:
- Are the identified issues legally accurate?
- Are any key issues missing?
- Are any findings overstated?
- Are any findings irrelevant?
- Do the findings align with the transaction context?

Then ask me to challenge the analysis by attempting to disprove findings, reframing findings, re-checking source clauses, comparing findings against legal knowledge and comparing findings against market practice.

After my responses, prepare a refined issue list incorporating confirmed findings, reframed findings, removed findings and additional lawyer observations.
This step converts AI output into usable legal analysis.
Wait for confirmation.

STEP 7 - ITERATIVE REFINEMENT (FOCUSED RE-ANALYSIS)
Ask whether further analysis is required.
Possible areas:
- Specific clause analysis
- Alternative drafting structures
- Clarification of ambiguous wording
- Comparison of drafting approaches
- Deeper issue investigation

If requested, conduct targeted re-analysis only.
Do not repeat earlier stages unnecessarily.
Wait for confirmation.

STEP 8 - FINAL LAWYER ASSESSMENT
Guide me through final confirmation.
Ask:
- Have key issues been identified?
- Have findings been prioritised appropriately?
- Do findings reflect legal and commercial reality?
- Are conclusions proportionate and defensible?
- Is the analysis suitable for client or internal use?

After my responses, provide:
1. Due Diligence Review Summary
2. Key Issues Identified
3. Cross-Document Findings
4. Confirmed Areas of Concern
5. Remaining Uncertainties
6. Outstanding Questions
7. Areas Requiring Further Investigation

Clearly distinguish:
OBSERVATION
POTENTIAL ISSUE
CONFIRMED FINDING
QUESTION FOR LAWYER REVIEW

Final Reminder:
AI is effective at scanning large document sets, extracting issues, organising findings, comparing documents and identifying inconsistencies.
AI does not determine legal conclusions, materiality, commercial significance, transaction recommendations or final legal assessment.
Output quality depends on clean inputs, clear context, structured workflows and critical human evaluation.
The objective is not to replace due diligence.
The objective is to accelerate issue identification and focus expert attention where it matters most.
Human judgement remains responsible for all final decisions.
End workflow.
Validation checklist

Confirm that findings are accurate, relevant and properly assessed in context.

Tick each item as you review the AI output. The checklist resets when you reload the page.

Interactive review

Due Diligence Review Validation

0 / 0 complete

Input Quality

Issue Extraction

Cross-Document Analysis

Risk Evaluation

Final Review

Workflow in practice

See the workflow applied to a share acquisition diligence review.

A lawyer is supporting a buyer acquiring a software company and wants an initial issue scan before conducting a full due diligence review.

Input Set

Shareholders' Agreement SaaS Customer Agreement Key Supplier Agreement Intellectual Property Assignment Agreement Only verified and complete documents will be reviewed.

Context Brief

Transaction type: share acquisition. Client position: buyer. Governing law: England and Wales. Priority risks: Intellectual property ownership Customer concentration Supplier dependency Change of control restrictions

AI Issue Extraction

The customer agreement contains a change of control termination right. The supplier agreement shows reliance on a single critical supplier. The IP assignment language appears limited to specific deliverables.

AI Structuring

Structural indicators include change of control rights and possible IP ownership uncertainty. Supplier dependency is treated as a moderate impact indicator until context is reviewed.

Cross-Document Analysis

Contractor-developed software is referenced, but no corresponding contractor assignment documentation is identified. Transaction documents assume customer continuity despite termination rights.

Human Risk Evaluation

Confirmed: Change of control clause requires review. Contractor ownership chain requires investigation. Partially confirmed: Supplier dependency exists, but commercial impact appears manageable. Rejected: One confidentiality observation was routine and not material.

Final Lawyer Assessment

Priority findings: Change of control termination rights. Intellectual property ownership verification. Supplier dependency review. Further investigation: Contractor assignment history. Customer consent requirements. Warranty scope.

Without Workflow

Each document is reviewed separately. Cross-document relationships may emerge late. Significant time is spent locating issues.

With Workflow

Initial issues surface rapidly. Document relationships are highlighted early. Lawyer attention is focused where transaction significance may exist.

Key Lesson

The workflow does not determine legal or commercial significance. It helps the lawyer identify where significance may exist so professional judgement can be applied efficiently.

Failure modes

Watch for the points where diligence support can become unreliable.

Dirty Input Failure

Incomplete or poor-quality documents produce misleading findings.

  • Validate document integrity before review
  • Prevent false negatives and false positives

Document Isolation

Each document is reviewed separately without comparison.

  • Complete cross-document analysis
  • Prevent missed inconsistencies

AI Risk Ranking

The lawyer accepts AI categorisation as actual risk.

  • Perform independent risk evaluation
  • Prevent misplaced priorities
End of workflow

The objective is not to replace due diligence.

The objective is to accelerate issue identification and focus expert attention where it matters most.

Navigate the playbook

Go back to the wider Playbook V3 system.

Home

Return to the Playbook V3 homepage and overview.

List of Workflows

Choose a different workflow from the main workflow list.

System Explanation

Review the Prendoco method and Human → AI → Human model.

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Licensed for personal professional use only. Redistribution, resale or sharing prohibited.

Disclaimer: This playbook is for educational and workflow-support purposes only. It does not constitute legal advice. AI outputs must be reviewed, validated and applied using independent professional judgement.

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