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October 13, 2025How I Make Tough Tech Decisions – Lessons From Silver Dollars
Let me share how I approach tough tech decisions as a CTO. When I saw reports about melting undervalued silver dollars, it hit close to home. That exact same value judgment happens daily with legacy systems. Let me show you how coin collectors’ decisions mirror our tech strategy choices.
Spotting Hidden Value in Old Tech
Coin dealers constantly decide which coins to preserve and which to melt. We face the same dilemma with aging systems:
What’s Your Tech ‘Junk Drawer’?
Just like ‘cull’ coins range from damaged to simply worn, our tech stack has similar gradations:
- Critical Tech Debt: Systems with security holes or crazy maintenance costs
- Aging Workhorses: Those clunky systems that still run your billing… for now
- Forgotten Treasures: Old systems containing business logic that’s pure gold
“Before scrapping old systems, we need to play tech archaeologist – there’s always something worth saving.”
When to Pull the Plug on Legacy Systems
The 1918 Pittman Act melted millions of coins when silver prices spiked. In tech, these triggers make me consider system retirement:
Three Melt-Worthy Moments
1. The Cost Tipping Point:
When patching costs more than 30% of replacement – like coins trading below melt value
2. Technical Expiration:
Systems relying on Python 2.7 or AngularJS become the digital equivalent of mutilated coins
3. Business Pivot:
When company direction changes, some systems become loose change weighing us down
My Simple Evaluation Approach
Here’s how I think through these decisions:
def evaluate_system(system):
# If maintenance eats 30%+ of replacement cost...
if upkeep_cost > new_system_cost * 0.3:
return "Sunset this system"
# If business value can't justify costs...
elif business_value < upkeep * 2:
return "Watchlist candidate"
else:
return "Keep it running"Smart Budget Shifts - Tech Edition
Coin dealers constantly balance buy prices against melt value. Our budget decisions feel eerily similar:
Where Tech Dollars Work Hardest
| System Type | Yearly Band-Aids | Replacement Price | Hidden Opportunity Cost |
|---|---|---|---|
| Legacy Monolith | $250k | $1.2M | $180k cloud savings |
| Modern Microservices | $80k | N/A | $0 |
| Serverless Functions | $35k | N/A | -$15k (new features) |
The Rule of Thumb I Use
Coin dealers melt when value drops below 95% of silver content. My tech equivalent:
Retirement Threshold:
(Annual Maintenance × 5) > New System Cost + 3 Years Opportunity Savings
Building Teams That Adapt
As silver prices shift, dealers change their focus. Our teams need similar flexibility:
Specialists for Every Tech Era
- Legacy Whisperers: 20% team keeping essential old systems alive
- Modernization Crew: 60% building our future infrastructure
- Innovation Scouts: 20% exploring AI/cloud breakthroughs
Hiring Based on Tech Debt
Like dealers adjusting to silver prices, we adapt hiring based on our tech debt ratio:
- Heavy debt (>30%): Need more legacy experts
- Moderate debt (15-30%): Balance old and new skills
- Healthy debt (<15%): Hire cloud and AI talent
Don't Bet Everything on Silver
Remember the Hunt brothers' silver market crash? Tech leaders face similar risks when over-investing in single solutions:
Smart Tech Diversification
- Core Systems (60%): Reliable workhorses running critical ops
- Strategic Bets (25%): Emerging tech with clear business use
- Wild Cards (15%): High-risk experiments that could pay off big
"Before retiring any system, we do a 'coin sift' - salvaging useful code like rare coins from the melt pile."
Turning Tech Scrap Into Strategic Gold
Here's what works for my team when managing technical resources:
- Quarterly 'melt value' assessments for all systems
- Preserve valuable legacy IP like rare collectibles
- Match team skills to our current tech debt level
- Clear rules for when to rebuild vs maintain
By thinking like coin collectors turned refiners, we transform old tech from liability to opportunity. It's not about keeping everything shiny - it's about knowing what's truly valuable when the market shifts.
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