M&A Process Guide Series 3/5
Executive Summary
Due Diligence is a critical step in M&A transactionsthat resolves information asymmetry andestablishes the basis for investment decisions. Through this process, the buyer verifies the target company's intrinsic value, uncovers hidden liabilities and potential risks, and ultimately determines the appropriateness of the transaction price. This content presents an example of a Due Diligence framework structured across six major domains (Financial, Commercial, Legal, Operational, Tax, HR/ESG) as applied by Corp Dev or Investment Strategy (Deal) teams at actual companies like O and S during deal execution.
A significant portion of M&A deal failuresresult from either failing to identify key risks during the Due Diligence phase or failing to respond appropriately to identified risks.Research and experience show an inverted U-shaped relationship between time to close and post-M&A performance
— deals with thorough due diligence within an appropriate timeframe yield the best results, while deals that are too fast (due diligence deficiencies) or too slow (overdue) both face higher failure probabilities.1
As of 2026, the scope of due diligence extends beyond traditional financial and legal domainsto encompass cybersecurity, ESG, AI governance, and data compliance. Particularly with the acceleration of the digital economy, the evaluation ofa target company'sdata assets, compliance with personal information protection regulations,andthe ethical use of AI systemshave emerged as new deal breakers.
- [Key Conclusions]
- The optimal due diligence period is 4-8 weeks; exceeding this risks losing deal momentum and increasing the risk of information leakage.2
- EBITDA Adjustments typically cause fluctuations of ±15-30% relative to Reported EBITDA, which directly impacts valuation.3
Primarily categorized into three types:Legal/Compliance Risk, Financial Misrepresentation, and Cultural Incompatibility- Over 70% of post-closing surprises were issues already identified during due diligence but ignored.4
I. Strategic Design of Due Diligence: Scope, Team, Timeline
1.1) Purpose and Core Principles of Due Diligence
Due Diligence is not merely a "document review process." Itis a strategic process for validating the investment thesis, identifying value creation opportunities, and quantifying transaction risks.
- The Four Major Purposes of Due Diligence
- Value Validation:Verifying whether the financial performance and growth narrative presented by management align with reality.
- Risk Discovery:Identifying contingent liabilities, legal disputes, and operational vulnerabilities not reflected in financial statements
- Synergy Verification:Assessment of the feasibility of achievable cost savings and revenue synergies following an acquisition
- Securing Negotiation Leverage:Price adjustments or contract term improvements based on identified issues
Practical Principle – "Trust but Verify"
The fundamental principle of Due Diligence is "Trust, but verify."
Use the information provided by the seller's management as a starting point, but confirm the facts through independent verification.
According to McKinsey research, 85% of successful M&A deals were transactions wherethere was ahighdegree of consistency between Management Representations and the findings of Due Diligence.5
1.2) Setting the Scope of Due Diligence: Risk-Based Approach
Reviewing all areas with the same depth is inefficient. In practice,a Risk-Based Approachis adopted, focusing on the deal's key value drivers and potential risk areas.
Scope Setting Framework (Example – Mid-sized Manufacturing Company ABC)
| Priority | Due Diligence Area | Focus conditions | Example |
|---|---|---|---|
| First priority | Financial Due Diligence | All transactions | EBITDA Adjustment, Working Capital |
| First priority | Legal Due Diligence | All transactions | Contract review, litigation status, regulatory compliance |
| Second priority | Commercial Due Diligence | Growth-based investment | Market size, customer concentration, competitive analysis |
| Second priority | Tax Due Date | Complex structure, Cross-border | Deferred Corporate Tax, Transfer Pricing |
| Third priority | Operational Due Diligence | Investment in Operational Improvements | Supply chain, manufacturing efficiency, IT systems |
| Third priority | HR/ESG Due Diligence | Labor-intensive industries, regulated industries | Labor disputes, environmental responsibility, governance |
- Empirically Key Areas by IndustryIt was as follows.
- Software/SaaS:IP/Technology Due Diligence (Source Code Review, License Review), Customer Churn Rate Analysis
- Manufacturing:Operational Due Diligence (equipment obsolescence, operating rates), Environmental Due Diligence (pollution liability)
- Bio/Healthcare:Regulatory Due Diligence (licensing status, FDA approval), Compliance Due Diligence (HIPAA, personal information)
- Retail:Commercial Due Diligence (Store Profitability, Lease Agreements), Inventory Due Diligence (Inventory Valuation)
- Financial Services:Regulatory Due Diligence (Licensing, Capital Regulations), Credit Due Diligence (Loan Portfolio Quality)
1.3) Due Diligence Team Composition: Cross-Functional Expertise
Effective due diligence is achievable through collaboration among cross-functional teams.
Internal Team Structure (Example)
| Role | Area of Responsibility | Key Deliverables |
|---|---|---|
| Deal Lead (Managing Director/Principal) | , IC Communication | DD Summary, Go/No-Go Recommendation |
| Financial Analyst (Associate/Vice President) | Financial Model, EBITDA Adjustment | Quality of Earnings Report |
| Legal Counsel (In-house/External) | Contract Review, Regulatory Review | List of Legal Issues |
| Operations Specialist | Operational Efficiency, Supply Chain Evaluation | Operational Assessment |
| Industry Expert | , Commercial Due Diligence Market Analysis | Market Study |
Utilizing external advisors
| Advisor Type | Responsible Area | Cost Level (Estimated based on mid-sized deal size) |
|---|---|---|
| Big Four accounting firms | Financial Due Diligence, Tax Due Diligence | $200K – $500K |
| Large law firm | Legal Due Diligence, Transaction Document | $300K – $800K |
| Strategy Consulting (McKinsey) | Commercial Due Diligence | $300K – $600K |
| Technology Consulting (EY-Parthenon, etc.) | Technology DD | $150K – $300K |
| ESG specialized institution | Environmental Due Diligence | $50K – $150K |
1.4) Due Diligence Timeline: 4-8 weeks optimal range
Based on personal experience, there exists an optimal timeframe for completing a transaction.Both cases—excessively fast (leading to post-closing surprises due to inadequate due diligence) and excessively slow (resulting in loss of deal momentum or changes in market conditions)—negatively impact M&A outcomes.
General Timeline (Executed over a 4-6 week schedule)
| Parking | Activity | Output |
|---|---|---|
| Week 1 | Data Room Access, Initial Document Review, Issue List Preparation | Initial Request List, Key Focus Areas |
| Week 2 | Management Presentation, Q&A Session, Site Visit | Management Meeting Notes, Site Visit Report |
| Week 3 | In-depth Analysis, Expert Calls, Request Additional Materials | Draft DD Reports (by area) |
| Week 4 | Gap Analysis, Final Questions, Issue Summary | Consolidated DD Summary |
| Weeks 5-6 | Red Flag Consultation, Price Adjustment Negotiation, Final Report | Final DD Report, IC Memo |
Critical Path Management
The bottleneck in due diligence typically arises fromdelays in data provision by the sellerorscheduling conflictsformanagement interviews. To prevent this,
- Day 1 Request List:Immediately provide a standardized list of materials requested at the beginning of the transaction.
- Weekly Progress Call:Weekly progress review with the seller's advisor
- Escalation Protocol:Direct Communication Between Deal Leads When Data Provision is Delayed
II. Financial Due Diligence: Dissecting EBITDA
2.1) Core Purpose of Financial Due Diligence
Financial Due Diligence (FDD) is the processof verifying whether a target company's past financial performance reflects sustainable earnings power.
The key is to normalize Reported EBITDAto Adjusted EBITDAto derive true operating profitability.6
- The three major goals of FDD are:
2.2) EBITDA Adjustment: Normalizing Earnings
Reported EBITDA is merely a figure prepared according to accounting standards and is unsuitable for direct use in M&A valuation.
EBITDA Adjustment derives Sustainable EBITDAby eliminating one-time items, non-operating items, and abnormal costs/revenues.
Two Types of EBITDA Adjustments
| Type | Explanation | Example |
|---|---|---|
| Pro Forma Adjustment | Adjustments affecting future outlook | Excluding revenue from customers whose contracts have ended, reflecting new costs, etc. |
| Normalizing Adjustment | Remove one-time/non-recurring items | Restructuring costs, litigation settlement payments, asset sale gains, etc. |
Common EBITDA Adjustment Items (Example – Mid-sized Manufacturing Company ABC)
| Adjustment items | Adjustment Direction | Impact (%p) |
|---|---|---|
| Non-Recurring Costs | + (EBITDA increase) | |
| – Restructuring/Workforce Reduction Costs | + | +2-5% |
| – M&A-related advisory fees | + | +0.5–2% |
| – One-time legal/litigation costs | + | volatile |
| – COVID-19-related expenses | + | +1-3% |
| Non-Recurring Revenue | – (EBITDA decrease) | |
| – Gain on asset sale | – | -1 to -5% |
| – Receipt of insurance proceeds | – | volatile |
| – Government subsidy (one-time) | – | -1 to -3% |
| Owner-Related Costs | ± | |
| – Excessive owner compensation | + | +3-10% |
| – Personal vehicle, travel expenses | + | +0.5–2% |
| – Related-party transactions (compared to market price) | ± | volatile |
| Accounting Policy Adjustment | ± | |
| – Timing differences in revenue recognition | ± | volatile |
| – Differences in inventory valuation methods | ± | volatile |
FDD In-House Implementation Results (Practical Case Study) – Mid-Sized Manufacturing Company ABC Case Study
| Item | Amount ($M) | Explanation |
|---|---|---|
| Reported EBITDA (Last Twelve Months) | 25.0 | Audit Report Standard |
| (+) CEO excessive compensation | 1.2 | $1.2M over the market price |
| (+) One-time restructuring costs | 2.3 | 2024 Plant Consolidation |
| (+) M&A advisory fees | 0.8 | Regarding the previously failed transaction |
| (-) PPP loan forgiveness benefit | (1.5) | COVID-related one-time |
| (-) Insurance settlement amount | (0.6) | Fire compensation |
| (+) Reflecting normal rent | 0.5 | Adjustment of Market Value for Affiliated Company Buildings |
| Adjusted EBITDA | 27.7 | +10.8% increase |
In this case, Adjusted EBITDA was calculated 10.8% higher than Reported EBITDA.
Applying an EV/EBITDA multiple of 8.0x, this translates to a value difference of approximately $21.6M in Enterprise Value terms (= $2.7M × 8.0x).
2.3) In-Depth Analysis of Quality of Earnings (QoE)
Quality of Earnings analysis goes beyond EBITDA adjustments to assess the sustainability and predictability of earnings.
- Key Questions for QoE Analysis
- Recurring Revenue:What percentage of sales is recurring revenue?
- Margin Stability:Has the EBITDA Margin been consistently maintained over the past three years?
- Quality of Growth:Is revenue growth driven by acquiring new customers or by additional purchases from existing customers?
- Cash Conversion Ratio:What is the conversion ratio of Operating Cash Flow relative to EBITDA?
Cash Conversion Analysis – Based on Mid-Sized Manufacturer ABC
| Indicator | Calculation | Benchmark |
|---|---|---|
| Cash Conversion | Operating Cash Flow / EBITDA | 80% (Good) |
| Free Cash Flow Conversion | Free Cash Flow / EBITDA | 60% (Good) |
| Working Capital Days | (Accounts Receivable Days + Inventory Days) – Accounts Payable Days | Varies by industry |
Red Flag – Signs to Watch for in QoE Analysis
- EBITDA increases but Operating Cash Flow decreases → Potential for worsening working capital or accounting manipulation
- Sales concentrated at year-end → Suspected channel stuffing (excessive inventory pushing)
- Rapid increase in related-party transaction volume → Potential for abnormal transactions relative to market price
- Accounts receivable turnover days sharply increased → Collection quality deteriorated
2.4) Working Capital Analysis: Setting the Net Working Capital Target
Working Capitalis a key variable in price adjustmentsduring M&A transactions. Sellers aim to minimize Working Capital before the transaction to extract cash, while buyers want a normal level of Working Capital maintained at the acquisition point.
- Net Working Capital (NWC) Definition
- NWC = Current Assets (Operating) – Current Liabilities (Operating)
Items typically included in the NWC
- Includes:Accounts receivable, inventory assets, prepaid expenses, accounts payable, accrued expenses, advance payments
- Exclusions:Cash, short-term borrowings, current income tax liabilities (these are Net Debt or separate adjustment items)
NWC Target Setting Method (Draft)
| Method | Explanation | Applicable situations |
|---|---|---|
| Trailing Average | Average NWC per month over the last 12 months | Business with low seasonality |
| Seasonal Adjustment | Comparing the same point in time while accounting for seasonal variations | Retail, agriculture, and other seasonal businesses |
| Peg Method | Fixed based on the NWC at a specific point in time | When preferring simplification |
Working Capital Bridge Implementation (Example – Mid-sized Manufacturing Company ABC)
| Item | Signing ($M) | Target ($M) | Difference |
|---|---|---|---|
| Accounts receivable | 15.0 | 14.0 | +1.0 |
| Inventory assets | 8.0 | 9.0 | (1.0) |
| Advance expenses | 1.5 | 1.5 | 0.0 |
| Accounts Payable | (10.0) | (9.5) | (0.5) |
| Accrued expenses | (4.0) | (4.0) | 0.0 |
| Net Working Capital | 10.5 | 11.0 | (0.5) |
In this case, since the Net Working Capital (NWC) at closing ($10.5M) fell short of the Target ($11.0M) by $0.5M, the buyer, Company S, deducted $0.5M from the Purchase Price.
2.5) Net Debt Analysis: The True Scope of Debt
Net Debt is not simply "borrowings minus cash."From an M&A perspective,Net Debt is broadly defined to includeDebt-Like Items.
Net Debt Components ( Example – Mid-sized Manufacturing Company ABC)
| Item | Inclusion status | Explanation |
|---|---|---|
| Bank loans | ✓ | Including both short-term and long-term |
| Corporate bonds, Convertible bonds | ✓ | Face value or fair value |
| Financial lease liabilities | ✓ | After applying IFRS 16, all are recognized as liabilities. |
| Cash and cash equivalents | (-) | Deduction items |
| Debt-Like Items: | ||
| – Accrued Bonus | ✓ | When payment is scheduled prior to transaction completion |
| – Seller’s Transaction Costs | ✓ | Seller-borne advisory fees, etc. |
| – Litigation reserve | ✓ | Lawsuit with a high likelihood of losing |
| – Unfunded pension liabilities | ✓ | Underfunded Pension |
| – Environmental Restoration Reserve | ✓ | Contaminated Site Remediation Costs |
III. Commercial Due Diligence: Verification of Market Hypotheses
3.1) Purpose and Scope of Commercial Due Diligence
Commercial Due Diligence (CDD)evaluates the attractiveness of the target company's market, its competitive position,andthe sustainability of its growth. While Financial DD verifies "past numbers," Commercial DDverifies "the future story."
- Core Questions of CDD
- Market Attractiveness:What is the TAM (Total Addressable Market), and what is the CAGR (Compound Annual Growth Rate)?
- Competitive Position:What is the target's market share? Sustainability of Competitive Advantage: How sustainable is the competitive advantage?
- Customer Quality:Are customer focus, churn rate, and LTV (Lifetime Value) at an appropriate level?
- Growth Realism:How feasible is the growth plan presented by Management?
3.2) Market Analysis: TAM-SAM-SOM Framework
TAM (Total Addressable Market):The total market size that a given product/service can target.
SAM (Serviceable Available Market):The market that is actually accessible (limited by region or segment).
SOM (Serviceable Obtainable Market):The market share that can realistically be captured.
Practical Case Study – Market Analysis (B2B Software Company Perspective)
| Market level | Scale | Basis |
|---|---|---|
| TAM | $50B | Global ERP Software Market (20XX) |
| SAM | $12B | Cloud ERP for Mid-Sized Companies in the United States |
| SOM | $600M | Assuming current market share of 5% is maintained |
- Market Validation Method (Inside)
- Top-Down Analysis:Refer to industry reports (Gartner, IDC, Forrester, etc.)
- Bottom-Up Analysis:Target Customer Count × Average Contract Value × Penetration Rate
- Expert Calls:Industry Expert Interviews (Typically 5-10 people)
- Competitor Benchmarking:Comparison of Competitor Performance and Growth Rates
- Red Flagin the case of
- When Management's TAM estimate is more than twice as large as that in third-party reports
- When the market growth rate assumption significantly exceeds the past five-year CAGR
When Companies O and S discover the aforementioned red flags, their operational teams renegotiate deal terms or, depending on the situation, rescind the transaction entirely. However, most corporate organizations cannot easily take such actions (
) and can only respond to red flags after confirming decisions through higher reporting lines.
3.3) Customer Analysis: Engagement and Churn Rate
Customer concentration is a significant risk factor in M&A.
If top customers account for an excessive proportion of total revenue, business continuity is threatened should those customers depart.
Customer Focus Benchmark (Example - B2B Software Company Standard)
| Indicator | Green | Yellow | Red |
|---|---|---|---|
| Top 1 Customer Revenue Share | < 10% | 10-20% | > 20% |
| Top 5 Customer Revenue Share | < 30% | 30-50% | > 50% |
| Top 10 Customer Revenue Share | < 50% | 50-70% | > 70% |
Customer Churn Rate Analysis (Example – Based on B2B Software Companies)
| Indicator | Calculation | SaaS Benchmark |
|---|---|---|
| Gross Revenue Churn | Churn Revenue / Base ARR | < 10% (양호) |
| Net Revenue Retention (NRR) | (Final ARR – New) / Base ARR | 100% (Excellent) |
| Logo Churn | Number of customers who left / Number of base customers | < 15% (양호) |
Practical Example – Example: Cohort Analysis for a B2B Software Company
| Cohort (Year of Enrollment) | Year 1 | Year 2 | Year 3 | Year 4 | NRR |
|---|---|---|---|---|---|
| 2022 | $10.0M | $9.5M | $9.2M | $9.0M | 90% |
| 2023 | $15.0M | $14.5M | $14.8M | – | 99% |
| 2024 | $20.0M | $21.0M | – | – | 105% |
| 2025 | $25.0M | – | – | – | – |
In this case, the Cohort's NRR (Net Revenue Retention) exceeds 100% after 2024, indicating that upsells to existing customers are offsetting churn.
3.4) Competitive Analysis: Practical Application of Porter’s Five Forces
Apply Porter’s Five Forces to M&A Commercial DDto analyze the factors determining industry profitability.
| Competitive factors | Analytical Questions | Risk Level Assessment |
|---|---|---|
| Competition among existing competitors | Market Concentration (HHI), Price Competition Intensity | 높음: HHI < 1,000 |
| Threat of new entrants | Entry barriers (regulations, capital, brand) | High: Low entry barriers |
| Threat of Substitutes | Customer switching costs | High: Low switching costs |
| Supplier bargaining power | Concentration of Core Raw Material/Component Suppliers | High: Single source |
| Buyer bargaining power | Customer Focus, Product Standardization Level | High: High customer focus |
IV. Legal Due Diligence: Identification of Legal Risks
4.1) Scope and Purpose of Legal Due Diligence
Legal Due Diligence is the processof reviewing a target company's legal structure, contractual relationships, litigation status, and regulatory compliance to identify legal risks. Issues discovered during Legal DD often actas deal breakersor are reflected inthe Representations and Warranties clause.
Seven Key Areas of Legal Due Diligence
| Domain | Key Review Items | Potential Deal Breaker |
|---|---|---|
| 1. Corporate Structure | Articles of Incorporation, Shareholder Register, Subsidiary Structure | Low |
| 2. Material Contracts | Change of Control Clause in Major Contracts | midway |
| 3. Litigation | Pending/Expected Litigation, Regulatory Investigations | High |
| 4. IP/Technology | Patent, Trademark, and Trade Secret Protection | High (Tech Industry) |
| 5. Employment | Labor disputes, non-compete agreements | midway |
| 6. Regulatory Compliance | Permits, environmental regulations, data protection | High (Regulated Industry) |
| 7. Real Estate | Real estate rights, environmental pollution | midway |
4.2) Contract Review: Pitfalls of Change of Control Clauses
The Change of Control (CoC) clauseis the contractual provision that requires the most careful review in M&A transactions.
If this clause is triggered, the main contract may automatically terminate, or the counterparty may be granted the right to terminate.
CoC Clause Review Checklist
| Contract Type | Review Points | Risk Level |
|---|---|---|
| Major Customer Contracts | CoC Contract Termination/Renegotiation Authority | High |
| Supplier Contract | CoC Price Adjustment or Termination Authority | midway |
| Loan Agreement | Acceleration Clause in CoC | High |
| License Agreement | CoC license termination or reauthorization required | High (Tech) |
| Lease Agreement | Whether Landlord Consent is Required for CoC | midway |
| Labor Union Agreement | Obligation to renegotiate during CoC | midway |
Practical Example – Loan Agreement CoC Clause
“A Change of Control shall constitute an Event of Default, and upon such event, the entire outstanding principal and accrued interest shall become immediately due and payable.”If such a clause exists, the obligation to repay the existing loan in full arises upon completion of the acquisition.
This significantly impacts the acquisition financing plan, making waiver negotiations prior to signing essential.
4.3) Litigation Risk: Quantification of Contingent Liabilities
Pending litigation or anticipated legal disputes represent the most sensitive risks in M&A. During due diligence, litigation risks are quantified and reflected in purchase price adjustments or escrow arrangements.
Litigation Risk Classification
| Risk Level | Criteria for Judgment | Reflection Method |
|---|---|---|
| Probable (High) | Probability of losing > 50%, amount estimable | Reflected as debt in Net Debt |
| Reasonably Possible (Moderate) | Probability of losing the case: 20-50% | Escrow Setup or Indemnity |
| Remote (Low) | 패소 가능성 < 20% | Covered by the R&W clause |
Practical Example – Quantifying Litigation Risk (Draft)
| Types of Litigation | Claim Amount | Probability of losing | Expected loss | Reflection Method |
|---|---|---|---|---|
| Product Liability Lawsuit | $5M | 60% | $3M | Reflecting Net Debt |
| Patent infringement lawsuit | $10M | 30% | $3M | Escrow Setup |
| Labor dispute | $1M | 70% | $0.7M | Reflecting Net Debt |
| Total estimated contingent liabilities | $6.7M |
4.4) Deal Breaker Types and Counterstrategies
Deal breakers identified in legal due diligencecan be broadly categorized into three types.
- Type 1: Absolute Deal Breaker
- Transactions subject to OFAC (Office of Foreign Assets Control) sanctions
- Detection of false disclosures/accounting fraud
- Scheduled revocation of core licenses/permits
- Unresolvable large-scale lawsuits (e.g., class action lawsuits)
- Type 2: Conditional Deal Breaker (Negotiable)
- CoC clauses in major customer contracts → Pre-negotiated waiver
- Uncertainty regarding regulatory approval → Regulatory Approval Condition set
- Environmental Contamination Liability → Seller Indemnity or Escrow
- Type 3: Reasons for Price Adjustment
- Higher-than-expected litigation reserve
- Unpaid taxes/penalties discovered
- Working Capital Shortage
V. Operational Due Diligence: Hidden Value and Risks
5.1 Purpose of Operational DD
Operational Due Diligence (ODD)evaluates the target company's operational efficiency, process maturity, and infrastructure condition to identify post-closing value creation opportunities and operational risks. For private equity funds in particular, ODD servesas foundational data for establishing the 100-Day Plan, extending beyond mere risk identification.
Core Assessment Areas for ODD (Draft)
| Domain | Evaluation Criteria | Value Creation Opportunities |
|---|---|---|
| Operational Efficiency | Operating rate, defect rate, lead time | Lean Manufacturing, Automation |
| Supply chain | Supplier Dependency, Inventory Management | Sourcing Optimization, Inventory Reduction |
| IT infrastructure | System obsolescence, security status | Digital Transformation, Cloud Migration |
| Organizational Structure | Decision-making speed, capability gap | Organizational redesign, talent acquisition |
| Customer Service | NPS, Response Time, Resolution Rate | CX Improvement, Automation |
5.2 Manufacturing Operations Assessment: The Core of Site Visits
Site visits are the most critical activity in ODD. Theyallow us to directly observe operational realities that cannot be grasped through documentation alone and uncover hidden issues through dialogue with on-site management.
Site Visit Checklist (For Manufacturing)
| Observation Area | Checkpoint | Red Flag Example |
|---|---|---|
| Facility Status | Cleanliness, safety signage, facility deterioration | Rusty equipment, faulty lighting |
| Work site | Worker Attitude, Compliance with Standard Operating Procedures | Congested pathways, failure to wear safety equipment |
| Inventory Management | Inventory stockpile status, FIFO compliance | Physical inventory, unclear labels |
| Quality Management | QC Process, Defect Tracking | Insufficient QC records, excessive rework |
| Maintenance | Preventive Maintenance Schedule, Parts Inventory | Excessive emergency repairs, parts shortage |
5.3) IT/Technology Due Diligence: Digital Assets and Technical Debt
As of 2026,IT Due Diligence is no longer optional but essential. Cybersecurity risks and Data Compliance, in particular, have become significantly more critical.
Core Evaluation Areas for IT Due Diligence (Draft)
| Domain | Evaluation Criteria | Risk Level |
|---|---|---|
| Infrastructure | Server Aging: Cloud vs. On-Premises | midway |
| Application | ERP, CRM modernization level, technical debt | midway |
| Data | Data Quality, Master Data Management | High |
| Cybersecurity | Penetration test results, security incident history | Very high |
| Data Privacy | GDPR, CCPA Compliance Status | Very high |
| AI Governance | Current Status of AI System Usage, Ethical Risks | High (New in 2026) |
Key Cybersecurity Due Diligence Checklist
- Security Incident History:Whether there have been any data breaches or ransomware attacks in the past three years
- Vulnerability Scan:Results of external penetration tests conducted within the last six months
- Certification Status:Possession of security certifications such as ISO 27001, SOC 2 Type II, etc.
- Access Control:Privileged Account Management, MFA (Multi-Factor Authentication) Coverage
- Data Encryption:Encryption Status of Stored Data (At Rest) and Transmitted Data (In Transit)
- Backup and Recovery:Backup Frequency, Recovery Test Frequency, RTO/RPO Targets
- Cyber Insurance:Coverage Scope and Limits
Alternatively, we assess through interviews whether candidates have experience or examples of hacking. This allows us to evaluate their practical cybersecurity capabilities in a paradoxical manner.
VI. HR & ESG Due Diligence: People and Sustainability
6.1) HR Due Diligence: Workforce Risk and Cultural Fit
One of the primary causes of M&A failure is "people" issues. HR Due Diligence evaluates workforce composition, labor dispute risks, the likelihood of retaining key talent, and cultural fit.
Core Areas of HR DD (Draft)
| Domain | Evaluation Criteria | Potential Deal Breaker |
|---|---|---|
| Workforce Composition | Number of employees, occupational distribution, regional status | Low |
| Compensation System | Salary level, incentive structure, unpaid bonuses | midway |
| Employee Benefits | Unfunded pension liabilities, health insurance costs | High |
| Labor dispute | Union status, ongoing disputes, past strikes | High |
| Core Talent | Key Person Dependency, Non-Compete Agreement | High |
| Cultural Suitability | Organizational culture, value alignment | High (PMI Success Perspective) |
Key Person Risk Analysis ( Example – B2B Software Company)
| Person | Role | Substitutability | Non-competitive contract | Retention Plan |
|---|---|---|---|---|
| CEO | Strategy, Customer Relations | Low | 2년 | Earnout Arrangement |
| Chief Technology Officer | Technology Vision, R&D Lead | midway | 1년 | Stock option |
| Vice President of Sales | Key Account Manager | midway | None | Need |
| Chief Financial Officer | Finance, Investor Relations | High | 1년 | Unnecessary |
The "Honeymoon Hangover Effect" refers tothe phenomenon where positive expectations (Honeymoon) are high during the initial M&A phase, but employee satisfaction plummets (Hangover) due to cultural clashes during the integration process.
To prevent this, diagnosing cultural gaps during the HR due diligence (DD) phase is necessary. Based on personal experience, Companies O and S each developed integration and absorption plans using different approaches.
6.2) ESG Due Diligence: Sustainability Risk
As of 2026,ESG (Environmental, Social, Governance) due diligencehas becomean essential element of large-scale transactions.
Particularly when entering the European market or acquiring listed companies, ESG risks can act as deal breakers.
Three Key Areas of ESG Due Diligence (Draft)
| Domain | Evaluation Criteria | Financial impact |
|---|---|---|
| Environmental | Carbon emissions, environmental compliance, pollution liability | Environmental restoration costs, carbon tax |
| Social | Labor practices, industrial safety, supply chain human rights | Reputation risk, litigation costs |
| Governance | Board Composition, Internal Controls, Anti-Corruption | Regulatory sanctions, fines |
Environmental Due Diligence – Environmental Responsibility Assessment (Draft)
| Checkpoint | Red Flag | Latent costs |
|---|---|---|
| Contaminated Site History | Contamination of former factory site | $1M – $50M+ |
| Waste Disposal | History of illegal waste disposal | Fines + Cleanup Costs |
| Climate Risk | Carbon-intensive business model | Carbon tax, stranded assets |
| Regulatory compliance | Violation of environmental permits | Business interruption risk |
VII. Utilizing Due Diligence Findings: Negotiation and Decision-Making
7.1) Due Diligence Summary: IC Memo Preparation
The due diligence results are compiledinto a comprehensive report submitted to the Investment Committee (IC)and serve as the core basis for investment decisions.
IC Memo Due Diligence Section Structure (Draft)
| Section | Content | Quantity |
|---|---|---|
| 1. DD Executive Summary | Summary of Key Findings, Go/No-Go Recommendation | Page 1 |
| 2. Financial Due Diligence Findings | EBITDA Adjustment, Working Capital, Net Debt | Pages 2-3 |
| 3. Commercial Due Diligence Findings | Market validation, customer analysis, competitive positioning | Pages 2-3 |
| 4. Legal Due Diligence Findings | Key Legal Risks, Presence of Deal Breakers | Pages 1-2 |
| 5. Operational Due Diligence Findings | Operational risk, value creation opportunities | Pages 1-2 |
| 6. HR/ESG Due Diligence Findings | Workforce risk, ESG issues | Page 1 |
| 7. Risk Matrix & Mitigants | Risk Classification, Response Measures | Page 1 |
7.2) Price Adjustment Negotiations: Utilizing DD Findings
Issues identified during due diligence serve as key leverage points in price negotiations. The buyer quantifies the identified risks and requests an adjustment to the purchase price.
Framework for Presenting Price Adjustment Factors (Draft)
| DD Findings | Impact | Adjustment Method |
|---|---|---|
| EBITDA downward revision | Direct impact on valuation | Purchase Price Recalculation |
| Working Capital Shortage | Additional acquisition funding required | Closing Adjustment |
| Contingent liability discovery | Future cost occurrence | Reflected in Net Debt or Escrow |
| Key Contract Risks | Sales uncertainty | Introduction of an Earnout Structure |
| Environmental Responsibility | Recovery costs | Seller Indemnity |
Utilizing Earnout Structures (Example – B2B Software Company)
When there is a significant gap between management's growth projections and the buyer's conservative estimates, an earnout (conditional payment)is utilized to share the risk.
| Earnout conditions | Period | Target Metric | Payment Amount |
|---|---|---|---|
| Year 1 Sales Target Achieved | 12 months | Revenue over $50M | $5M |
| Achieved Year 2 EBITDA Target | 24 months | EBITDA over $15 million | $7M |
| Year 3 Customer Retention Rate | 36 months | NRR 100% or higher | $3M |
| Total Earnout Amount | $15M |
7.3) Go/No-Go Decision-Making Framework
After completing due diligence, the final investment decisionis made. To this end, a decision-making framework combining quantitative evaluation and qualitative judgment, as practically applied by Company O and Company S, is utilized.
Decision Matrix (Example – Based on B2B Software Companies)
| Evaluation Area | Weight | Score (1-5) | Weighted score |
|---|---|---|---|
| Valuation Attractiveness | 25% | 4 | 1.00 |
| Financial Quality (QoE) | 20% | 3 | 0.60 |
| Market/Growth Outlook | 20% | 4 | 0.80 |
| Legal risk | 15% | 4 | 0.60 |
| Operational risk | 10% | 3 | 0.30 |
| HR/Cultural Fit | 10% | 3 | 0.30 |
| Total Score | 100% | 3.60 |
Looking at the above illustrative matrix, some companies may feel decision paralysis pressure—where actual practitioners or middle managers (including executives) must logically and scientifically determine why each item's weight or score is set at 10% or 15%, demanding flawless reasoning.
This often leads to frontline staff wasting time and resources on trivialities instead of focusing on what truly matters.
Frankly speaking, based on my subjective experience, such organizations are typically companies or teams that face significant hurdles and obstacles from the very start of the deal process. In other words, directly sourcing and closing deals will never be easy within such organizations.
Proposed Decision Criteria Based on the Above Matrix
| Total Score | Recommendation |
|---|---|
| > 4.0 | Strong Go – Proactive Promotion |
| 3.5 – 4.0 | Conditional Go – Conditional Implementation (Price Adjustment Required) |
| 3.0 – 3.5 | Review Required – Decision pending additional review |
| < 3.0 | No-Go – Recommendation to abandon the transaction |
Conclusion: Due Diligence is an essential requirement for investment success.
Due Diligenceis a critical stepin M&A transactionsto resolve information asymmetry, manage investment risks, and secure negotiation leverage.
To summarize the above points into a framework, the following key principles were emphasized:
- Prioritization of Scope
- Reviewing all areas with the same depth is inefficient.
- Select focus areas using a Risk-Based Approach according to the nature of the deal and industry characteristics.
- Normalization of Numbers
- Reported EBITDA cannot be used as is.
- Derive sustainable profitability through EBITDA adjustments and reflect this in valuation
- Verification of the Market Hypothesis
- Management's growth story cannot be accepted as is.
- Independently verified from market, customer, and competitive perspectives through commercial due diligence
- Early Identification of Deal Breakers
- Legal/regulatory risks determine the success or failure of a deal.
- Identify absolute deal breakers early in legal due diligence to prevent wasting time and resources
- Recognition of the Importance of People
- A significant portion of M&A failures stem from personnel/cultural issues.
- Develop a core talent retention plan through HR DD and prepare an integration strategy for cultural gaps.
- Strategic Utilization of Results
- Due diligence is not about completing a checklist.
- Strategically leverage identified issues in price negotiations, contract term design, and post-closing value creation plans
The next "Part 4 Content" will coverDeal Structure & Negotiation Strategy.
We plan to cover the differences between Stock Deals and Asset Deals, the design of Earnouts and Escrow, and negotiation strategies for Representations and Warranties (R&W) and Indemnity clauses, using specific examples and past experiences.
Endnotes
- https://www.emerald.com/jdqs/article-pdf/28/3/123/1390833/jdqs-06-2020-0014.pdf
https://sajbm.org/index.php/sajbm/article/download/692/624
https://www.mdpi.com/2071-1050/12/7/2999/pdf ↩︎ - https://www.stout.com/en/insights/article/due-diligence-deal-maker-or-breaker ↩︎
- https://mnainstitute.com/financial-due-diligence-report ↩︎
- https://www.researchoptimus.com/blog/dodging-deal-breakers-through-comprehensive-ma-due-diligence/ ↩︎
- https://farrellymitchell.com/due-diligence-consulting/operational-due-diligence/
https://greenwichcapital.com.au/insights/ultimate-guide-to-due-diligence/ ↩︎ - https://mnainstitute.com/financial-due-diligence-report/
https://www.freedmaxick.com/insights/common-normalizing-adjustments-financial-due-diligence-freed-maxick ↩︎

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