Almost every board conversation I sit in on right now follows the exact same pattern.
The strategy decks are full of slides about what comes next. Teams present AI pilots, demonstrate new models, outline partnerships, and describe how the company will become an AI-enabled enterprise. Capital gets allocated to buy tools, hire specialists, and build capabilities.
The assumption behind all of this is simple: If we build enough of the future, we will win the future.
I think that’s only half the story.
The harder question isn’t what you need to build. It’s what you need to stop funding.
The Abundance Trap
Every major technology shift creates the same strategic problem. Something that was once scarce becomes cheap and abundant. When that happens, the source of competitive advantage changes completely.
The mistake most companies make is assuming their old architecture can simply absorb the new technology. It usually can’t.
When electricity hit early 1900s manufacturing, the breakthrough wasn’t simply swapping steam engines for electric motors in multi-story factories built around central drive shafts. As Henry Ford demonstrated at the Highland Park Plant, real advantage required completely redesigning the factory floor around single-story, machine-level motors. Success meant abandoning the entire physical architecture designed for steam.
We saw a similar transition with cloud computing. For years, enterprises talked about cloud adoption while continuing to operate as if physical infrastructure was their center of gravity. They ran isolated pilots, moved workloads selectively, and kept pouring capital into traditional data centers.
Capital One took a fundamentally different path, deciding to exit all eight of their physical data centers and move entirely to AWS.
Looking back at decisions like Capital One’s, a clear diagnostic test emerges for evaluating legacy assets during a technology shift:
Does this legacy asset give us true pricing power, or is it merely protecting a cost position that a competitor can now replicate without owning the asset?
If a technology shock enables a rival or a startup to achieve your hard-won operating efficiency through software or third-party infrastructure rather than capital ownership, your legacy asset is no longer a moat. It is pure overhead.
The Invisible Decisions
Distinguishing between a durable advantage and a stale constraint is where most executive teams struggle, because building something new is always easier than stopping something old.
A well-capitalized company can easily launch an innovation lab, hire specialists, and run pilots. Those actions feel like progress because they are visible and easy to report. The real strategic decisions are usually invisible, and far more painful:
- Budget reallocation: Which high-margin business unit gets its capital budget cut to fund an unproven initiative?
- Product sunsetting: Which legacy product line stops receiving engineering maintenance, even if it still generates predictable cash flow today?
- Incentive overhaul: Which compensation structure gets torn up because it rewards yesterday’s high-margin sales? This is what Microsoft faced under Satya Nadella when unwinding sales incentives built around upfront Windows and Office licenses to force the organization toward cloud consumption metrics.
- Executive trade-offs: Which successful leader loses headcount and airtime so a new division can grow?
These decisions spark intense internal conflict because yesterday’s success has a loud voice inside the building. The sales team doesn’t want a model that cannibalizes their commission. The engineering team doesn’t want its architecture replaced.
Un-funding the past is also fraught with immense operational risk, because navigating an abundance shift requires solving two completely different problems:
- The Diagnostic Problem: Correctly identifying which legacy assets are constraints rather than moats.
- The Sequencing Problem: Managing the speed of capital reallocation so you don’t starve your existing P&L before the new model generates real cash flow.
Look at Borders in 2001 for a textbook Diagnostic Failure. When e-commerce emerged, Borders signed an agreement handing its entire online storefront and fulfillment operation to Amazon. At the time, it looked like sensible cost discipline. Amazon had superior logistics, and web retailing yielded lower margins than physical stores. But Borders misjudged its physical superstores as its durable moat and treated the online channel as secondary. By the time they canceled the deal in 2008 to rebuild Borders.com, they had handed Amazon seven years of customer data, transaction history, and digital capability.
Conversely, look at General Electric’s pivot toward GE Digital a decade ago for a classic Sequencing Failure. GE got the diagnosis right. They correctly saw that industrial hardware was being commoditized by software. But diagnosing the problem didn’t solve the sequencing challenge. They pulled capital away from their core industrial footprint faster than their software engine could mature, creating severe organizational strain.
Navigating a technology shift requires getting both right. You have to diagnose what has become obsolete, and you have to sequence the transition without destroying the enterprise. Un-funding the past is not a magic formula for guaranteed victory. It is simply the price of entry for staying in the game.
Reorganizing Around the New Scarcity
AI is forcing this exact moment on us again. Code generation, analysis, synthesis, and routine execution are becoming abundant.
While companies will continue to differentiate through proprietary data, specialized domain workflows, and distribution, the underlying intelligence layers are rapidly commoditizing.
The strategic question isn’t simply: “What AI capabilities should we build?”
The much harder question is: “What parts of our current operating model exist solely because execution was scarce?”
Because those are the exact parts most likely to become your biggest constraints.
A company can drop AI tools onto every desk and still operate exactly the same way it did a decade ago. It can automate individual tasks while preserving the same bloated approval chains, legacy incentive models, and slow decision cycles. That is the modern equivalent of wiring an electric motor to a steam-era belt system. The technology changed, but the system didn’t.
The companies that capture real value from an abundance shock aren’t always the ones that adopt the technology first. They are the ones with the discipline to un-fund what no longer creates an advantage, so they can capitalize on what does.
The question every executive team should be asking right now isn’t: “How do we become an AI company?”
It’s: “What are we still funding simply because it made us successful yesterday?”
That’s where the real transformation begins.
In the next post, I’ll examine one of the most persistent myths in enterprise strategy: the idea that the giant companies that got displaced simply failed to see the future coming. The historical record suggests something much more interesting. Many of the giants that lost actually saw the future earlier than everyone else. They just couldn’t reorganize around it.

