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Technology Risk Identification

How to identify and categorize technology risks

Technology risk identification is the systematic process of discovering, documenting, and categorizing risks that could impact deal value or post-acquisition operations. The goal isn't to find every possible issue—it's to identify material risks that affect the investment thesis.

The Risk Identification Process

Effective risk identification uses multiple methods in parallel:

MethodWhat It FindsBest For
Document ReviewDocumented gaps, policy issuesGovernance, compliance risks
Code AnalysisQuality issues, vulnerabilitiesTechnical debt, security risks
Management InterviewsKnown issues, strategic risksContext, priorities, culture
Technical Deep DivesArchitecture issues, hidden debtScalability, complexity
Team InterviewsOperational challenges, moraleKey person risk, culture

Risk Categories and Examples

1. Technical Risks

RiskExample FindingPotential Impact
Code quality35% test coverage, high complexitySlow development, bugs, attrition
Architecture limitsSingle-threaded processing bottleneckScalability ceiling
Technology obsolescenceCore system on Python 2.7Security risk, talent scarcity
Integration complexity40+ point-to-point integrationsFragile, expensive to maintain
Performance issuesDatabase queries taking 30+ secondsCustomer experience, churn

2. Security Risks

RiskExample FindingPotential Impact
Vulnerabilities15 critical CVEs in productionBreach, regulatory fines
Compliance gapsNo SOC 2, customers requiring itSales impediment, churn
Data exposurePII in logs, public S3 bucketsBreach, GDPR fines
Access controlShared admin credentialsInsider threat, audit failure
Third-party riskUnvetted SaaS providers with data accessSupply chain breach

3. Operational Risks

RiskExample FindingPotential Impact
Key person dependencyCTO wrote 60% of core code, no docsKnowledge loss if leaves
Process maturityNo change management, manual deploysOutages, slow recovery
Disaster recoveryBackups never testedExtended downtime if failure
Vendor concentrationCritical dependency on single vendorBusiness disruption risk
Support capabilityNo on-call rotation, reactive onlyCustomer impact, SLA breaches

4. Strategic Risks

RiskExample FindingPotential Impact
Technology-market fitTech built for market that's shiftingObsolescence, pivot needed
Competitive positionCompetitors have 2-year tech leadCatch-up investment needed
Innovation capabilityAll resources on maintenanceCan't build new products
Platform lock-inDeep proprietary service dependencySwitching costs, leverage
Talent marketBuilt on rare tech stackHiring difficulty, costs

Risk Scoring Framework

Likelihood Scale

ScoreLikelihoodDefinition
1Rare<10% chance of occurring
2Unlikely10-25% chance
3Possible25-50% chance
4Likely50-75% chance
5Almost Certain>75% chance

Impact Scale

ScoreImpactFinancialOperational
1Negligible<$50KMinor inconvenience
2Minor$50K-$250KSome disruption
3Moderate$250K-$1MSignificant disruption
4Major$1M-$5MSerious business impact
5Critical>$5MThreatens business viability

Risk Score = Likelihood × Impact

Score RangeRisk LevelAction
1-4LowMonitor, accept
5-9MediumAddress post-close
10-16HighFactor into deal terms
17-25CriticalDeal breaker or major adjustment

Common "Hidden" Risks

Risks that are frequently missed in TDD:

  • License compliance: Open source copyleft violations can force code rewrites
  • IP ownership: Contractor code without proper assignment
  • Data quality: Garbage data that undermines AI/analytics claims
  • Shadow IT: Critical processes running on unsanctioned tools
  • Customer concentration: Technology customized for one large customer
  • Acquisition debt: Problems inherited from target's own prior acquisitions
  • Off-balance sheet: Technical commitments not in financial DD

Risk Register Template

FieldExample
Risk IDTECH-001
TitleCore Platform on End-of-Life Framework
DescriptionMain application built on .NET Framework 4.5, unsupported since 2022
CategoryTechnical / Obsolescence
Likelihood5 (Certain - EOL is a fact)
Impact4 (Major - security risk, talent scarcity)
Risk Score20 (Critical)
Financial Impact$1.5M - $3M migration cost
MitigationPlan .NET 6/8 migration; 12-18 month effort
OwnerPost-acquisition CTO
TimelineBegin within 90 days of close
Key Takeaway: Not all risks are equal—focus on material risks that are high-impact AND high-likelihood. A risk that's certain to happen (EOL platform) matters more than a theoretical risk. Prioritize risks that can be quantified and addressed in deal terms, whether through price adjustments, escrows, or representations and warranties.