A CTO’s Strategic Takeaways from the 2025 Rosemont/Chicago Great American Coin Show: Lessons in Leadership, Authentication, and Digital Transformation
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September 30, 2025Introduction: The Hidden Value of Operational Resilience in Tech M&A
When tech companies merge or get acquired, technical audits are standard. But here’s what many miss: how a target company handles chaos speaks volumes. I pay close attention to this—it’s often the difference between a smart buy and a costly misfire.
Think of a tech conference, but swap apps for rare coins. At a coin show, everything from vendor logistics to payments must run smoothly. Sound familiar? It should. The same pressures hit high-traffic tech platforms. As someone who guides M&A teams through technical due diligence, I use these live events as microcosms of a company’s tech health. Observing how they manage a packed show floor tells me more than any server diagram.
Why Operational Resilience Matters in Technical Due Diligence
Real-World Stress Testing
You’re not just reviewing code. You’re judging how systems react when pushed. Real-time pressure reveals cracks that static analysis can’t.
A coin show is perfect for this. Thousands of transactions. Inventory updates on the fly. Customer interactions nonstop. Dealers using custom software to handle it all. When the line to enter stretches endlessly on Thursday? That’s when their systems prove themselves. Do they crash? Or handle it smoothly? This is the same stress your target’s platform faces during traffic spikes.
Supply Chain and Data Integrity
At a coin show, if a dealer’s system loses track of inventory, they lose money. In tech, data integrity means the same. During due diligence, I watch for signs of trouble: delayed updates, mismatched records, or slow APIs. These often point to deeper issues.
For example, if a company’s inventory system shows a coin as “in stock” but the database says sold, it’s not just a bug. It’s a sign of potential data inconsistency—a sign that their systems aren’t truly reliable. That’s a red flag, especially if post-acquisition integration depends on clean data.
Code Quality Audit: Lessons from Live Environments
Observability and Monitoring
At a coin show, dealers check inventory constantly. They know exactly what’s sold, what’s left, and what to restock. In tech, this is observability—seeing your system’s state in real time.
Companies with strong monitoring (dashboards, alerts, logs) usually have better code. Why? Because they fix issues fast. During due diligence, I check for these tools. If they have them, it tells me they care about reliability.
For instance, a system that pings you when the database slows down? That’s a good sign. It means they spot and address problems before users notice.
Technical Debt and System Stability
Many startups rush growth, piling up technical debt. During a code audit, I look for the signs: shoddy documentation, manual workarounds, or outdated tech.
At a coin show, it’s like using paper ledgers instead of software. In tech, it’s untested code or old frameworks. Both slow you down and raise risks.
Imagine a codebase where half the functions lack tests. That’s risky. It means changes could break things silently. Or if they use a deprecated library? Security flaws could sneak in. These issues don’t just hurt the current team—they make integration a nightmare later.
Scalability Assessment: Learning from Peak Traffic
Handling High Volume
Can their systems handle growth? That’s the core of scalability assessment. A coin show’s busy days—like that long Thursday line—are perfect for testing this.
I look for two things: horizontal scaling (adding servers) and vertical scaling (optimizing code). If their site crashes during a sale, it’s a clear sign: their tech can’t scale.
One way to check? Ask for load testing reports. If they’ve tested under heavy traffic and share the results, great. If not? It might mean they haven’t planned for growth.
Performance Metrics and Benchmarks
Numbers don’t lie. During due diligence, I review metrics like response times, error rates, and resource use. For example, an API that handles 1,000 requests in 2 seconds but fails at 5,000? That’s a scalability problem.
Here’s a simple way to measure API speed:
// Sample code for calculating API response time
const startTime = Date.now();
const response = await fetch('/api/inventory');
const endTime = Date.now();
const responseTime = endTime - startTime;
console.log(`API response time: ${responseTime}ms`);
If response times jump from 200ms to 2,000ms as traffic grows, their system isn’t built to scale. But if it stays flat? That’s a sign of solid engineering.
Technology Risk Analysis: Identifying Hidden Risks
Security and Compliance
Security can make or break a deal. A coin show’s rare coins and cash deals make it a theft target. In tech, it’s data breaches and compliance failures.
I always run a security audit during due diligence. I check for common code flaws (SQL injection, XSS), see if they meet regulations like GDPR, and review their incident response plan.
Outdated libraries with known flaws? That’s a red flag. No clear plan if a breach happens? That’s worse. These risks could cost millions post-acquisition.
Integration and Compatibility
After a deal, systems must work together. At a coin show, some dealers use old grading software while others have modern POS systems. Mixing them is tricky. Tech M&A faces the same issue.
I look for API compatibility, data format standards, and how they handle legacy tools. If their inventory system uses a custom API that won’t connect to ours, integration becomes expensive and slow.
A simple way to test? Run a proof-of-concept integration before finalizing the deal. It reveals hidden problems early.
Actionable Takeaways for M&A Due Diligence
1. Conduct Live Environment Assessments
Skip the static reviews alone. Test systems under real conditions. Run a load test during their peak traffic. See how they handle it.
2. Prioritize Observability and Monitoring
Good monitoring means better code and fewer outages. Ensure they have real-time dashboards, alerts, and logs. If they don’t, it’s a sign of deeper issues.
3. Assess Technical Debt Early
Technical debt will cost you post-acquisition. Check documentation, automated tests, and code quality early. The more debt, the higher the risk.
4. Plan for Integration
Integration is often the hardest part. Start planning early. Focus on API compatibility, data formats, and legacy system support. A proof-of-concept helps spot issues before they cost you.
5. Conduct Security Audits
Security flaws can sink a deal. Run a full audit. Check code, compliance, and incident response. The more thorough, the better.
Conclusion: The Coin Show as a Tech Due Diligence Model
In tech M&A, operational resilience, code quality, scalability, and security matter most. A coin show—live, unpredictable, and high-pressure—is an ideal model for testing these.
Companies that run smoothly at a packed coin show usually have solid tech. They handle traffic spikes, keep data accurate, and adapt fast. These traits are essential for a successful acquisition.
Next time you’re in due diligence, picture a coin show. Watch how systems perform under stress. Check their scalability. Assess their risks. This approach often reveals hidden strengths—or costly flaws.
At the end of the day, due diligence isn’t just about today’s tech. It’s about predicting how it will perform tomorrow. And for that, the lessons from a busy coin show floor are hard to beat.
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