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Deal Risk Copilot GPT

Risk register ready before you sign

Get the Deal Risk Copilot

How to Set Up Your Deal Risk Copilot in ChatGPT

 

Features List

6

Risk Lenses per Deal

3

IC-Ready Outputs

3

Customisable Knowledge Files

 Why CFOs and Corporate Development Teams Use This GPT on Every Deal

6 Risk Lenses, Every Deal

The GPT scans every document across all six CFO-relevant lenses: Financial, Commercial, Operational, Regulatory and Legal, Integration, and Governance. No lens is skipped because it's inconvenient. Red flags from all six categories surface in every session.

Evidence-Linked, Not Speculated

For every risk flagged, the GPT cites the exact source document and section. It states whether the risk is explicitly stated, implied, or flagged due to missing information. Nothing is marked [Unverified] without labelling it as such. The IC gets sourced findings, not guesswork.

Optimism Bias Checker

The GPT actively scans for inconsistencies between the CIM, management presentation, and diligence findings. It flags repeated use of one-off explanations, missing downside scenarios, and claims that rely on undefined KPIs or adjusted metrics. It reads what sellers don't say as carefully as what they do.

Risk Scored Against Definitions

Every risk is classified by category, severity (High/Medium/Low), likelihood (High/Medium/Low), and confidence level (High/Medium/Low). The scoring definitions come from the three knowledge files, which you can customise to match your organisation's risk appetite and governance standards.

Your Risk Lens, Not a Generic One

The three knowledge files — M&A Risk Taxonomy, Red Flag Checklist, and Severity/Likelihood/Confidence Definitions — are editable. Update them to reflect your organisation's specific exposure thresholds, ESG sensitivities, customer concentration limits, or regulated market considerations. The GPT applies your definitions, not defaults.

Everything Inside AICFO-034

  • CustomGPT Design Blueprint (PDF)

    The complete setup document for building your Deal Risk Copilot inside ChatGPT. Contains the full system prompt, role definition, analysis behaviour instructions, risk structuring framework, output specifications, interaction flow, and capability settings. Recommended model: GPT-5.2 Thinking.

  • How to Use Guide (PDF)

    A 5-step usage guide covering deal context setup, document upload, output review, knowledge file customisation, and governance workflow integration. Includes customisation best practices: when to update knowledge files, what not to embed in them, and how to version-control changes.

  • Knowledge File 1: M&A Risk Taxonomy (PDF)

    Defines the six risk categories: Financial, Commercial, Operational, Regulatory and Legal, Integration, and Governance. Each category includes common sub-categories and a definition of what the GPT looks for. Edit this file to match your internal taxonomy.

  • Knowledge File 2: CFO Diligence Red Flag Checklist (PDF)

    A structured early warning checklist covering financial, commercial, operational, regulatory, integration, and narrative red flags. 30+ specific indicators across 6 categories. Edit to add company-specific flags or remove those irrelevant to your deal profile.

  • Knowledge File 3: Risk Severity, Likelihood & Confidence Definitions (PDF)

    Standardised scoring definitions for all three dimensions. High/Medium/Low criteria for each. Interpretation guidance: High-severity, high-likelihood risks demand immediate CFO attention; Low-confidence risks trigger targeted diligence questions. Edit to calibrate to your balance sheet and risk appetite.

  • CustomGPT Setup Video

    Step-by-step walkthrough showing how to build the Deal Risk Copilot in ChatGPT using the Blueprint. Covers system prompt entry, knowledge file upload, Code Interpreter setup, and model selection. Hosted on your Kajabi product page.

Five Situations Where the Copilot Changes How Deals Are Reviewed

Pre-LOI CIM Review

You've received a CIM and have 48 hours before the LOI deadline. Upload the document, set the deal context (acquisition, industry, geography), and the Copilot scans it across all six lenses. You walk into the LOI decision with a structured risk register, not an ad hoc read-through.

Investment Committee Briefing

The IC meets in two days and needs a clear risk view. The Copilot produces a CFO Risk Summary separating value-dilutive risks, deal-structural risks, integration-critical risks, and key unknowns. IC members receive a structured, evidence-cited brief, not a narrative summary with buried concerns.

Diligence Scoping with Advisors

Your financial, legal, and commercial advisors are being briefed on scope. The Copilot's Diligence Steering Guidance gives you a focused list of questions for management, advisors, and the IC — specific to the risks surfaced from the documents you've already reviewed.

Cross-Deal Risk Consistency

Your deal team reviews multiple transactions each quarter. The knowledge files set a consistent risk standard across every deal. High severity means the same thing in a healthcare acquisition as in a tech carve-out. Governance and boards get consistent language.

Price Adjustment and Deal Protection Preparation

The Copilot flags which risks could justify escrows, indemnities, earn-out structures, or rep and warranty protections. Use the Red Flag Register as the starting point for your legal team's term sheet negotiation brief.

What the Deal Risk Copilot Produces in Every Session

# Output What It Contains Goes To
1 Deal Red Flag Register Structured table of every identified risk: category, description, evidence reference (document and section), severity, likelihood, confidence level, potential financial or strategic impact, and a suggested follow-up diligence question. Every risk is sourced. Inferred risks are labelled [Unverified]. CFO, Investment Committee, Diligence Advisors
2 CFO Risk Summary Top 5–10 most material risks with clear separation between value-dilutive risks, deal-structural risks, integration-critical risks, and key unknowns requiring clarification before LOI or IC approval. Written for executive consumption, not analyst review. CFO, Board, IC Chair
3 Diligence Steering Guidance Recommended focus areas for financial, commercial, and legal diligence. Specific questions the CFO should raise with management, advisors, and the Investment Committee. Tied directly to the risks surfaced from the uploaded documents. CFO, Deal Team, Advisors

Common Questions

A Structured Risk Register on Every Deal. Before You Sign.

Updated for 2026. Six risk lenses, three IC-ready outputs, and a knowledge base you can calibrate to your organisation.

Get the Deal Risk Copilot GPT