How I Turned My Coin Grading Expertise Into a $47,000 Online Course Empire
December 8, 2025How I Discovered the Hidden Value in My 1992-D Penny (Step-by-Step Authentication Guide)
December 8, 2025When Technical Debt Sabotages Your Deal
Picture this: You’re about to acquire a promising tech company, only to discover their codebase hides ticking time bombs. As an M&A due diligence specialist, I’ve seen how overlooked code flaws turn dream deals into nightmares. Let me show you what acquirers really fear – and how to spot red flags before they cost millions.
Why Tech Due Diligence Feels Like Treasure Hunting
Remember sorting through childhood coin collections? That mix of excitement and suspicion is exactly how I approach code audits. Every flawed line tells a story:
- A SQL injection vulnerability isn’t just bad code – it reveals missing security protocols
- Copy-pasted functions across repositories? That’s a maintenance crisis waiting to happen
- Zero test coverage for payment processing? Red flags don’t get much brighter
The 3 Deal-Breakers We Always Uncover
1. Code Quality: Your First Warning System
During a recent acquisition review, we found this gem:
// Payment processing "solution" we uncovered
public void processPayment(CreditCard card) {
String query = "UPDATE accounts SET balance = balance + " + card.amount +
" WHERE id = '" + card.userId + "'";
db.execute(query); // Wide open to SQL injection
}
This wasn’t just messy code – it revealed a culture cutting security corners. Like finding termites during a home inspection, these issues can collapse a deal’s foundation.
2. Scalability Gaps That Freeze Growth
A CTO once assured me their system could handle 5X traffic. Our load tests proved otherwise:
“The Redis clusters failed at 1.8X current users – like discovering your ‘expandable’ warehouse has no loading docks.”
Watch for:
- Database bottlenecks that choke under real pressure
- Manual deployment processes that can’t keep pace
- Cloud costs that balloon unpredictably
3. Hidden Risks That Erode Value
This risk assessment table from our playbook shows what keeps buyers awake:
| Risk | Real-World Impact | Our Fix |
|---|---|---|
| License Violations | $2.8M cleanup in one acquisition | Automated compliance scans |
| Single Points of Failure | 38 minutes of downtime/$250K lost | Chaos engineering tests |
| Knowledge Silos | 6-month transition delays | Cross-team documentation audits |
Practical Steps for Smarter Tech Evaluation
The Deal-Saving Checklist
Before signing anything, run these automated checks:
# Critical pre-LOI scans
terraform-compliance -f security_checks.yml
trivy image container_registry/* # Finds vulnerabilities fast
gitleaks detect --source . -v # Catches exposed credentials
These tools became our crystal ball – predicting problems before they derail negotiations.
When Flaws Become Features
Not all technical debt is deadly. The key is distinguishing between:
- Fixable issues (like minor refactoring needs) – Often become price negotiation points
- Structural risks (like monolithic architectures) – May require deal term adjustments
- Deal-breakers (like compliance violations) – Should trigger walk-away clauses
The Bottom Line: Code Quality = Deal Quality
In 15 years of tech M&A work, I’ve learned one truth: The cleanest deals come from companies that treat their codebase like investors treat balance sheets – with regular audits and transparent reporting. Savvy acquirers don’t seek perfection; they look for teams that understand their technical debt and manage it proactively.
Your turn: Would you buy a company without checking their code quality first? The market’s getting smarter – last year saw 14 deals collapse purely on technical review findings. Don’t let your acquisition become another cautionary tale.
Related Resources
You might also find these related articles helpful:
- From Numismatic Errors to Published Authority: My Technical Book Writing Process with O’Reilly – How Writing a Technical Book Cemented My Expertise Let me walk you through my journey from coin collector to O’Rei…
- AAA Game Optimization Secrets: Applying Precision Grading Techniques to High-End Development – In AAA Game Development, Performance Is Your Final Grade After 15 years optimizing games like Horizon Forbidden West and…
- How Mastering Rare Technical Errors Can Elevate Your Consulting Rates to $300/hr+ – The $300/Hour Consultant’s Playbook: Solving Expensive Problems Like a Rare Coin Hunter Want clients fighting to p…