Third Sight executive checklist
The Infrastructure Risk Checklist
25 signals your modernization program may be carrying hidden cost, risk, or execution drag.
Use this checklist before approving major cloud, platform, licensing, or migration investments. The goal is to identify weak signals early - before they become budget overruns, operational delays, or executive surprises.
Technical Debt
Unsupported or near end-of-life operating systems remain in production.
Critical applications depend on undocumented infrastructure or tribal knowledge.
Configuration drift exists across similar workload classes.
Manual remediation is required for routine platform changes.
Dependencies are not mapped well enough to sequence migrations confidently.
Cloud Cost Leakage
Cloud spend is reviewed after the fact rather than forecast through workload behavior.
Teams cannot clearly distinguish required cost from waste.
Reserved/committed spend does not match actual usage patterns.
Oversized compute, storage, or data movement costs are not actively governed.
Cloud costs are discussed as a bill, not as a business capability investment.
Licensing Exposure
License position depends on multiple conflicting data sources.
Leadership cannot see unused, underused, or misallocated licenses.
Migration decisions are being made before licensing impact is understood.
True-up or audit exposure is unclear.
Software cost is not connected to actual utilization and business value.
Migration Readiness
Migration waves are planned before dependency quality is validated.
Readiness is measured by intent rather than evidence.
Application owners lack clear decision rights or timelines.
Rollback, testing, and exception paths are not standardized.
Success is measured by completed moves rather than reduced risk and cost.
Security and Lifecycle Risk
Security posture is reviewed separately from lifecycle and platform debt.
Legacy systems require compensating controls that are not costed.
Patching exceptions are not tied to modernization priorities.
Identity, network, backup, and recovery assumptions are not validated before migration.
Risk acceptance is not visible at the executive level.
Scoring Guide
Count the signals that apply to your environment and record them in your own notes. Use the manual scoring guide below. This directional diagnostic is not a substitute for a formal technical, financial, security, or licensing assessment.
0-5 checked signals — Low visible exposure
Continue governance and validate assumptions before major investment.
6-12 checked signals — Moderate exposure
Conduct a focused readiness and cost review before funding execution.
13-19 checked signals — Elevated exposure
Prioritize risk scoring, licensing review, dependency validation, and roadmap sequencing.
20-25 checked signals — High exposure
Pause major modernization commitments until cost, risk, lifecycle, licensing, and readiness are validated.
Recommended Next Step
Book an Infrastructure Risk Review with Third Sight Technology to turn these signals into an executive scorecard and prioritized modernization roadmap.
Third Sight Technology — See infrastructure risk before it becomes operational failure.