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10 Tech Red Flags That Kill M&A Deals

The due diligence checklist used by top PE firms to avoid costly technology surprises

What You'll Learn

After analyzing 100+ M&A transactions worth over $10B, we've identified the 10 technology issues that most commonly derail deals or destroy post-acquisition value.

01

Hidden Technical Debt

How to spot the $5M+ modernization costs sellers don't disclose

02

Security Time Bombs

The vulnerability patterns that lead to post-close breaches

03

Key Person Dependencies

Why 40% of tech talent leaves within 18 months—and how to prevent it

04

Scalability Illusions

When "cloud-native" actually means "will break at 2x volume"

...

Plus 6 More Critical Red Flags

Including licensing traps, integration blockers, and data quality issues

"This checklist helped us identify $12M in hidden infrastructure costs before closing. We renegotiated the deal and avoided a disaster."

— Managing Director, Mid-Market PE Firm

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