Evaluating the Quality of a Business’s Systems and Controls During Due Diligence
Introduction
You might be looking at a target company projecting 2025 revenue of $85 million, but honestly, that financial health assessment is only as strong as the infrastructure supporting it. The critical role of robust systems and controls during due diligence is simple: they validate the numbers and reveal the true operational risk. Our objective isn't just ticking compliance boxes; the scope of this evaluation involves dissecting internal processes and safeguards-from how cash is handled (segregation of duties) to the integrity of the IT governance framework. By thoroughly analyzing these controls, we mitigate near-term risks, like the potential for regulatory fines or material financial restatements, and identify clear opportunities for post-acquisition efficiency gains, which could boost your operating margin by 250 basis points in the first year alone. It's the only way to know if the business is built on rock or sand.
Key Takeaways
System and control analysis is critical for accurate business health assessment.
Due diligence must extend beyond financials to operational and IT robustness.
Weak controls signal hidden risks and potential value erosion.
Strong compliance and governance frameworks enhance long-term viability.
Thorough review identifies both risks and opportunities for post-acquisition improvement.
How effective are the financial reporting and accounting systems?
When you are evaluating a potential acquisition, the financial statements are only as good as the systems that produce them. We aren't just checking the numbers; we are checking the plumbing. Weak controls mean the numbers you see today might be materially wrong tomorrow, forcing costly restatements or exposing you to fraud risk.
External Validation and Internal Control Structure
The first step is always to review the external audit opinions and internal audit reports. Did the external auditor issue a clean, unqualified opinion for the 2025 fiscal year? If they noted a material weakness in internal controls over financial reporting (ICFR), that's a massive valuation adjustment waiting to happen. For example, if the target company's 2025 10-K filing cited a lack of proper IT general controls, the cost to remediate that could easily exceed $750,000 in the first year alone.
Internal audit reports show management's own assessment of risk. We look for recurring high-risk findings. If the internal team flagged the same three control deficiencies-like inadequate user access reviews-in Q1, Q2, and Q3 2025, it tells you management isn't prioritizing remediation. That lack of follow-through is a serious cultural issue.
Segregation of Duties (SoD)
Ensure no single person controls an entire transaction lifecycle.
Map who initiates, approves, and records payments.
Look for automated SoD checks within the ERP system.
Authorization Matrices
Review approval limits for capital expenditures.
Verify who can approve payments over $50,000.
Check if actual approvals match the documented matrix.
Segregation of duties (SoD) is non-negotiable. If the accounts payable clerk can also approve new vendor creation and execute payments, you have a direct path to fraud. We need to see a clear, enforced authorization matrix. If the matrix allows the CFO to approve all expenses up to $500,000, but the internal audit found 15 instances in 2025 where the limit was bypassed, the control environment is weak.
Mastering the Mechanics of Cash and Budget
The quality of daily accounting mechanics reveals the true precision of the finance team. We dive deep into reconciliation processes. Bank accounts, subsidiary ledgers, and general ledger accounts must be reconciled frequently-daily for cash, monthly for major accruals. If the target company's Q3 2025 balance sheet showed $1.2 million in suspense accounts awaiting reconciliation, that's a huge cleanup cost and a potential earnings surprise.
Budget variance analysis shows management discipline. If actual expenses consistently exceed budget by more than 15% without clear, documented explanations, management lacks control over spending. We look for the process: who reviews the variances, and what corrective actions are taken? If the process is just a quarterly report that sits on a shelf, it's useless.
Cash Flow Management Controls
Verify weekly updates to the 13-week cash forecast.
Cash flow controls are vital, especially in a high-interest rate environment. We need to confirm that the 13-week cash flow forecast is not just a spreadsheet exercise but a living document driving operational decisions. Poor controls here mean liquidity risk is defintely higher than management admits.
Scrutinizing Revenue Recognition and Expense Discipline
Revenue recognition policies are often the single largest area of financial risk. You must confirm the company adheres strictly to ASC 606 (the standard for recognizing revenue from contracts with customers). For a software company, we check if they are properly separating performance obligations-is the software license recognized differently from the implementation service? If the company prematurely recognized $3.5 million in annual contract value (ACV) from a major client in Q4 2025, that inflates current earnings and requires a painful restatement.
Expense management procedures show operational discipline and ethical standards. We examine the procure-to-pay cycle. Are purchase orders mandatory above a threshold of $10,000? Are there controls to prevent duplicate payments or payments to unapproved vendors? Strong expense controls protect margins and signal a culture of accountability.
Key Policy Review Areas (FY 2025 Focus)
Policy Area
Due Diligence Action
Potential Risk Indicator
Revenue Recognition (ASC 606)
Review five-step model application to top 10 contracts.
High percentage of revenue recognized upon contract signing (e.g., 40%).
Capitalization Policy
Examine criteria for capitalizing internal software development costs.
Capitalized costs increased by 25% in 2025 without corresponding project completion.
Expense Management
Audit travel and entertainment (T&E) expense reports and approval workflow.
Lack of automated receipt matching or excessive executive T&E variance (over 20%).
We need to see clear, documented policies that translate directly into system controls. If the policy says expenses over $5,000 require two signatures, the system must enforce that rule automatically. Manual overrides are where control environments break down.
What is the efficiency and reliability of operational processes and workflows?
When we evaluate a business, the financial statements tell us what happened, but operational controls tell us how it happened and whether it can be sustained. Poor operations are a hidden tax on profitability, eroding margins long before they hit the income statement.
You need to look past the glossy presentation and dig into the daily grind. We are assessing if the company can reliably deliver its product or service at a predictable cost, and whether its processes are documented well enough to scale without chaos. If the operations rely on tribal knowledge or one key person, that's a massive risk we must quantify.
Analyzing Operational Metrics and Documentation
The first step is demanding transparency around key operational metrics and performance indicators (KPIs). These numbers must link directly to customer satisfaction and cost control. For instance, if the company is a manufacturer, we look at the Average Order Fulfillment Cycle Time. If the industry average is 3.5 days, but the target company consistently clocks in at 5.1 days, that delay translates directly into higher working capital needs and lower customer retention.
We also scrutinize the process documentation, specifically the Standard Operating Procedures (SOPs). Are these documents current, accessible, and actually used? If the SOPs haven't been updated since 2022, they defintely don't reflect the current technology stack or regulatory environment. Good documentation is the foundation of reliable scaling.
Key Operational Health Indicators
Measure Cycle Time against industry benchmarks.
Verify Defect Rate (Rework) is below 3%.
Check training materials for recency and relevance.
Here's the quick math: If the rework rate is 7.5% of production volume, and the annual cost of goods sold (COGS) is $50 million, that 7.5% represents $3.75 million in wasted labor and materials annually. That's money left on the table.
Assessing Supply Chain and Inventory Controls
Supply chain management (SCM) is no longer just about cost; it's about resilience. We need to understand supplier concentration risk-if 60% of a critical component comes from a single vendor, that's a red flag. We assess the company's inventory controls by looking at Inventory Turnover Ratio and carrying costs.
If the Inventory Carrying Cost is high-say, 18% of total inventory value in 2025-it suggests poor forecasting or obsolete stock. We review the physical inventory process: how often are counts performed? Are there clear controls preventing theft or spoilage? For a company holding $80 million in inventory, poor controls could easily mask $5 million to $10 million in excess or obsolete stock.
Supply Chain Resilience Check
Identify single-source critical components.
Review supplier financial health reports.
Assess geopolitical risk exposure.
Inventory Control Focus
Calculate Inventory Turnover Ratio.
Examine obsolescence reserves policy.
Verify physical count frequency and accuracy.
We also look at production processes. Are they utilizing modern techniques like Lean or Six Sigma, or are they still relying on outdated batch processing? The goal is to ensure the production system can handle projected growth without massive capital expenditure.
Identifying Bottlenecks and Process Improvement Opportunities
Due diligence isn't just about finding problems; it's about identifying clear paths to value creation. Bottlenecks are areas where throughput slows down, often due to manual handoffs, outdated technology, or lack of training. We use process mapping to visualize the workflow from order entry to cash receipt.
Look for high-friction points. If the sales team still requires physical signatures on 40% of contracts, that's a bottleneck delaying revenue recognition and increasing administrative costs. We quantify the time and cost associated with these inefficiencies.
What this estimate hides is the opportunity cost-the revenue lost because the system couldn't handle higher volume. Your action here is to identify three to five high-impact process improvements that can be implemented within the first 90 days post-acquisition, targeting a minimum 10% reduction in operational expenditure or cycle time.
How Robust Are Information Technology Systems and Data Security Protocols?
When you buy a business, you are buying its technology stack and the risks embedded within it. We treat IT due diligence not as a technical audit, but as a financial risk assessment. A weak system means higher operational costs, greater exposure to regulatory fines, and a massive potential hit to valuation if a breach occurs post-acquisition.
We need to understand if the current infrastructure can scale with your growth plans, or if you are inheriting millions in technical debt. Honestly, if the IT systems are held together with duct tape and legacy code, that needs to be factored into the purchase price immediately.
Assessing Core IT Infrastructure and Data Practices
The first step is evaluating the core infrastructure-the backbone of the business. We look at the age and integration of their Enterprise Resource Planning (ERP) system, Customer Relationship Management (CRM) tools, and core operational software. Are they running on modern cloud platforms (like AWS or Azure) or are they still heavily reliant on on-premise servers that require constant, expensive maintenance?
We need to quantify the technical debt (the implied cost of future rework) by reviewing the software architecture. If the company is running mission-critical processes on systems that are five or more years past their vendor support date, you are inheriting a significant, defintely unbudgeted, liability. Good data management practices mean data is accurate, accessible, and governed. Bad data governance is a ticking liability clock.
Key Infrastructure Diligence Checks
Identify reliance on legacy systems.
Verify software licensing compliance.
Assess data quality and integrity controls.
Determine system scalability for 3-year growth.
Cybersecurity, Resilience, and Internal Access Controls
Cybersecurity is no longer an IT cost; it is a core valuation driver. The average global cost of a data breach is projected to reach around $4.5 million by late 2025, and that doesn't even account for reputational damage or lost customers. We must assess not just the perimeter defenses, but the internal controls that prevent insider threats and unauthorized access.
We look for evidence of a modern security posture, specifically the adoption of Zero Trust Architecture (ZTA)-meaning no user or device is trusted by default, regardless of location. If they rely solely on a firewall, they are vulnerable. We also review their disaster recovery plans (DRP) and business continuity plans (BCP). If they haven't tested their DRP in the last 12 months, the recovery time objective (RTO) they claim is likely fiction.
Cybersecurity Measures
Review penetration test results (last 12 months).
Evaluate endpoint detection and response (EDR).
Confirm multi-factor authentication (MFA) usage.
Analyze cyber insurance coverage limits.
Access and Change Management
Examine user access provisioning/de-provisioning logs.
Verify least privilege access policies.
Review change management approval workflows.
Assess segregation of duties within IT operations.
Regulatory Compliance and Incident Response Readiness
Data privacy compliance is a major financial risk. We need to confirm adherence to regulations like the General Data Protection Regulation (GDPR) for European data and the California Consumer Privacy Act (CCPA) in the US. A significant GDPR violation can result in fines up to 4% of annual global turnover. For a company generating $600 million in revenue, that penalty alone is $24 million-a massive hit to enterprise value.
We examine the company's data inventory-where personal identifiable information (PII) is stored, how it is processed, and who has access. We also scrutinize their incident response capabilities. Having a plan is one thing; having a tested, actionable plan is another. We look for evidence of tabletop exercises and clear communication strategies for notifying regulators and customers within mandated timeframes.
Here's the quick math: If their compliance program is weak, we must reserve capital for potential fines and remediation costs. If privacy training is just an annual click-through, the risk exposure is high.
Compliance and Incident Response Checklist
Area of Review
Key Diligence Action
Risk Indicator
Data Privacy (GDPR/CCPA)
Review Data Protection Impact Assessments (DPIAs).
No dedicated Data Protection Officer (DPO).
Incident Response
Examine the Incident Response Playbook and training logs.
Failure to meet the 72-hour notification window (GDPR).
Third-Party Risk
Audit vendor contracts for data security clauses.
Lack of security audits for critical SaaS providers.
Does the business demonstrate strong compliance with regulatory and legal requirements?
When you buy a business, you are buying its liabilities, too. Compliance isn't just a tick-box exercise; it is the primary defense against massive, unbudgeted financial penalties. We need to know if the company views regulatory adherence as a cost center to be minimized or as a core operational discipline.
A weak compliance culture means future fines are not just possible-they are probable. We look for systemic failures, not just isolated incidents, because systemic failures destroy enterprise value quickly. Honestly, a single major regulatory fine can wipe out 18 months of projected EBITDA.
Reviewing Formal Documentation and Compliance Infrastructure
We start by reviewing the paper trail: regulatory filings, licenses, and permits. If the company operates in a highly regulated sector-like finance or healthcare-we need to see proof that every required license is current and that the filings (like SEC 10-Ks or specific state environmental reports) are timely and accurate. Missing or delayed filings signal a fundamental lack of organizational discipline.
Next, we assess the compliance program itself. A good program is not just a binder on a shelf; it's integrated into daily operations. We look for evidence of a dedicated Governance, Risk, and Compliance (GRC) function. For a company with over $500 million in annual revenue, we expect to see an annual budget allocation for GRC software and personnel that often exceeds $15 million by the 2025 fiscal year, reflecting the rising complexity of global regulations.
Documentation Checklist
Verify all operating licenses are current
Check regulatory filing history (timeliness)
Confirm permits for all physical locations
Review internal audit findings on compliance
Assessing Compliance Programs
Evaluate mandatory training frequency
Review whistleblower protection policies
Check disciplinary actions for non-compliance
Assess compliance officer independence
Analyzing Litigation History and Corrective Actions
Past compliance breaches are the clearest indicator of future risk. We examine the litigation history, focusing on the nature of the claims (e.g., anti-trust, labor disputes, data privacy violations) and the size of the settlements or fines paid over the last three years. What matters most is the company's response to these events.
Did they just pay the fine and move on, or did they implement a robust corrective action plan? For instance, if the company faced a major data breach in 2024, the remediation costs flowing into 2025-including legal fees, notification costs, and system upgrades-could easily total $5.2 million, based on current industry averages for large-scale incidents. We need to see that they defintely spent that money fixing the root cause, not just patching the hole.
Here's the quick math: If a company's average annual net income is $50 million, and they face a $10 million fine, that's 20% of their profit gone in one shot. We need to see detailed root cause analyses (RCAs) for every significant breach and proof that the board signed off on the necessary control improvements. Past mistakes show you exactly where the controls failed.
Evaluating Environmental, Social, and Governance (ESG) Controls
ESG is no longer a niche concern; it is a material financial risk, especially as mandatory reporting frameworks tighten globally. We must evaluate the quality of the controls used to gather and report ESG data, as poor data quality exposes the company to accusations of greenwashing and regulatory penalties.
We look specifically at the governance structure around sustainability. Is there a dedicated committee? Are ESG metrics tied to executive compensation? If the company is publicly traded or seeking institutional investment, their 2025 reporting should align with established frameworks like SASB (Sustainability Accounting Standards Board) or TCFD (Task Force on Climate-related Financial Disclosures).
Key ESG Data Verification Points
Verify Scope 1 and 2 emissions data accuracy
Check labor practices against industry standards
Assess board diversity metrics and targets
Review supply chain ethical sourcing controls
For example, if the company claims a 10% reduction in water usage in 2025, we audit the meters and data collection processes used to calculate that figure. If the controls are weak, the reported numbers are unreliable, and that lack of transparency can lead to significant reputational damage and investor flight. We need to confirm that the ESG controls are as rigorous as the financial reporting controls.
How well-defined are the human capital management and organizational controls?
When we evaluate a target company, the people controls are just as important as the financial ones. A messy organizational structure or vague Human Resources (HR) rules create operational risk that the balance sheet won't show you immediately. We need to see clarity on who reports to whom and how performance is measured, because people are the engine of value creation.
Start by mapping the organizational structure. Are the roles and responsibilities clearly documented, especially around critical functions like compliance and finance? If the span of control-the number of direct reports a manager has-exceeds 8 or 9, that often signals management strain and potential control gaps. You want to see a structure that supports accountability, not confusion.
Organizational Structure, Roles, and HR Policy Strength
We assess if the company has built a framework that ensures consistent behavior. Review the performance management system documentation. We are looking for consistency and fairness in how employees are evaluated and compensated.
Companies with highly effective, documented performance management systems typically report 14% higher revenue per employee compared to those with weak or non-existent processes, based on 2025 industry benchmarks. That's a huge operational difference that directly impacts valuation. We need to confirm that the employee handbook is current and that disciplinary actions are applied consistently across departments.
Assessing Organizational Clarity
Verify clear reporting lines.
Check for documented job descriptions.
Identify single points of failure.
Reviewing HR Policy Strength
Examine employee handbook currency.
Assess disciplinary action consistency.
Confirm performance review cadence.
Talent Acquisition and Retention Processes
The quality of recruitment and retention processes tells you everything about future operating costs. A high churn rate means you are constantly bleeding money on replacement costs and losing institutional knowledge. We need to see a structured, repeatable process for bringing people in and keeping them engaged.
Look closely at the voluntary turnover rate. While the US average is projected to be around 20% in 2025, if the target operates in high-demand sectors like specialized software development or complex financial services, anything above 25% is a red flag. Here's the quick math: replacing a highly skilled employee earning $150,000 annually costs the company roughly 1.5 times that salary, or about $225,000 per departure, factoring in recruitment fees, training time, and lost productivity.
Examine the onboarding process documentation. If new hires take 14 or more days to gain necessary system access or understand their core duties, the risk of early-stage churn rises dramatically. We want to see a clear, measurable path from offer acceptance to full productivity, plus evidence of robust training programs that cover both technical skills and compliance requirements.
Retention Risk Indicators
High voluntary turnover (above 20% average).
Lack of structured exit interviews.
Training budget below 2% of total payroll.
Culture, Ethics, and Employee Engagement Frameworks
Culture is the ultimate control mechanism. If the culture is toxic or unethical, no amount of written policy will save you from future regulatory fines or reputational damage. We need to assess if the stated values align with the actual employee experience, which is often revealed through engagement data.
Review the ethical conduct frameworks and the whistleblowing mechanism. Is the reporting process anonymous, and are investigations handled by an independent party? If the company has fewer than five reported ethics incidents per 1,000 employees annually, it might not mean they are perfect; it might mean employees don't trust the reporting system. You defintely want to see evidence that reported issues are taken seriously and resolved transparently.
Look at employee engagement survey results, if available. Low engagement scores-say, below 60% favorable-are a leading indicator of future productivity decline and retention issues. Strong organizational controls include regular feedback loops and demonstrable action taken based on that feedback. This shows management is listening, and that's critical for long-term stability.
The goal here is to confirm that the business has built a foundation of trust and accountability, not just a binder full of rules. A strong ethical framework reduces the likelihood of costly internal fraud or compliance failures down the line.
What mechanisms are in place for risk management and business continuity?
When you are evaluating a business, the quality of its products or services only matters if the company can actually deliver them when things go wrong. We are looking past the glossy financials here and digging into operational resilience. A strong risk management framework isn't just compliance theater; it's a core driver of sustainable value, especially given the volatility we see in 2025.
We need to confirm that the company doesn't just identify risks, but actively quantifies and mitigates them. This analysis tells us how likely the business is to survive a major disruption-be it a supply chain shock, a regulatory fine, or a significant cyber incident.
Reviewing Enterprise Risk Management and Resilience Planning
The Enterprise Risk Management (ERM) framework is the blueprint for how the company handles uncertainty. During due diligence, you must review the risk registers to see if they are current, comprehensive, and tied directly to strategic objectives. We look for evidence that management actually uses this system to make capital allocation decisions, not just to check a box.
Crucially, we assess the Business Continuity Plans (BCP) and Disaster Recovery Plans (DRP). The BCP ensures critical business functions keep running after a disruption, while the DRP focuses specifically on restoring IT infrastructure. Untested plans are just expensive binders.
ERM Framework Assessment
Verify risk quantification methods.
Check risk appetite statements.
Map top risks to mitigation budgets.
BCP and DRP Validation
Review last simulation date.
Analyze recovery time objectives (RTOs).
Confirm data backup frequency.
For a company generating $800 million in revenue, we expect to see at least 1.5% of the annual IT budget-around $12 million-dedicated to maintaining and testing these resilience systems in 2025. If they spend less, they are likely exposed to unacceptable downtime risk.
Assessing Financial Protection and Operational Contingency
Risk mitigation is expensive, so insurance acts as a necessary financial backstop. We need to examine the company's insurance portfolio, focusing on coverage limits and exclusions for key areas like Directors & Officers (D&O) liability, general liability, and especially cyber insurance.
The cyber insurance market is tight right now. Premiums for high-risk sectors (like healthcare or finance) have climbed 25% year-over-year into 2025. We must ensure the coverage limits match the potential exposure. Given that the average cost of a major data breach is projected to hit $4.5 million this year, a policy limit below $10 million is often insufficient for a mid-market firm.
Key Insurance Coverage Review
Coverage Type
Due Diligence Focus
2025 Benchmark Consideration
Cyber Liability
Policy limits, exclusions (e.g., state-sponsored attacks), and deductible amounts.
Must cover projected breach costs (avg. $4.5M) plus regulatory fines.
Supply Chain Interruption
Contingency clauses, coverage for non-physical damage (e.g., IT failure at a supplier).
Verify coverage duration (e.g., 90+ days of lost revenue).
D&O Liability
Coverage for regulatory actions and shareholder litigation.
Ensure limits are adequate for potential post-acquisition legal challenges.
Beyond insurance, look for concrete contingency planning. Does the manufacturing operation have dual-source suppliers for critical components? If a key vendor fails, can they switch within 48 hours? This operational redundancy is often more valuable than the insurance payout itself, because it protects market share.
Evaluating Crisis Management and Communication Strategies
A crisis is inevitable; the response defines the company. We evaluate the crisis management protocols to see if they are clear, documented, and practiced. This isn't just about technical recovery; it's about leadership, decision-making authority, and stakeholder communication.
We look for a defined Crisis Management Team (CMT) with clear roles-who speaks to the media, who handles regulatory filings, and who manages internal communications. If these roles aren't defintely assigned and tested, the response will be chaotic, damaging reputation and stock price.
Crisis Protocol Checklist
Identify CMT members and alternates.
Review external communication templates.
Assess regulatory notification procedures.
Review the history of crisis simulations (tabletop exercises). A mature organization runs these at least twice a year, covering scenarios like major product recalls, executive misconduct, or prolonged operational outages. The goal is speed and transparency. If the company takes more than 24 hours to issue a clear, factual statement during a simulated crisis, the protocol needs serious work.