IT Due Diligence Case Studies

Real deals. Real failures. $9.5B+ in documented value destruction — and what structured diligence would have changed.

5Case Studies
$9.5B+Value Destroyed
3B+User Records Exposed

All Case Studies

Drawn from SEC filings, court documents, and public record. Each shows a different failure mode.

Financial audit documents
$8.8B writedown
Financial Fraud Risk

The HP-Autonomy Acquisition: An $8.8 Billion Due Diligence Failure

Revenue misclassification, VAR timing anomalies, and organic growth inconsistencies — all visible in the documents.

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Cybersecurity breach — digital lock
$350M price reduction
Cybersecurity Risk

Verizon-Yahoo: How Two Data Breaches Cost $350 Million at the Closing Table

Yahoo knew about the 2014 breach before signing. How security documentation review could have priced this risk before LOI.

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Server room data center
$44B acquisition
Infrastructure Risk

The Twitter Acquisition: What a Proper Technical Due Diligence Would Have Found

Infrastructure complexity, data quality disputes, and technical debt — visible in the public record before signing.

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Security monitoring operations
$4.88M avg breach cost
Cybersecurity Risk

Cybersecurity Gaps in PE Portfolio Companies: Lessons from 2023–2024

Post-acquisition security incidents cost PE-backed companies an average of $4.88M per breach. What diligence should be pricing.

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AI neural network visualization
AI Risk · Featured

Auditing AI: The New Challenge of Diligencing AI-Native Companies (2024–2025)

Model provenance, training data rights, API dependencies, compute cost structures — none of these appear in traditional IT frameworks. A new diligence playbook for AI acquisitions.

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