AI

The Context Moat: Why 95% of AI Projects Fail and What the Winning 5% Know

As AI becomes a commodity, the firms creating lasting value are building something far harder to replicate: a context moat.

Subscribe

Subscribe

A few years ago I bought a top-of-the-range bike computer. GPS, route tracking, elevation, heart rate, power output - everything a data-obsessed cyclist could want. There was just one problem. My power meter wasn't calibrated correctly.

The hardware was flawless. The software was state of the art. But because the underlying data feeding the system was wrong, every output it produced was wrong too. My training zones were off. My sessions were miscalibrated. I undertrained for months without realising it, and when the events I had been building towards finally arrived, I missed the goals I had set.

The technology didn't fail me. The data did.

I think about that power meter a lot, because I see the same story playing out across the investment management industry right now - just with considerably more money at stake.

The strange contradiction in enterprise AI

I sell AI-enabled software to institutional investors and fund managers across the UK and Europe, and I use AI daily in my own work. I sit on both sides of the adoption curve - practitioner and educator. And over the past year, two things have happened that are shaping my approach to both selling and using AI technology on a daily basis.

The first was a piece of research. MIT's study, The GenAI Divide: State of AI in Business 2025, analysed over 300 enterprise AI deployments. The finding: 95% of pilots delivered zero measurable P&L impact. This against an estimated $30-40 billion of enterprise AI spending. Only 5% of integrated systems created significant value.

The second was hearing it confirmed from the market itself. Clients and prospects began coming back to us with a consistent message: the generic AI systems they had deployed were not working. Accuracy was too low. Hallucination rates were too high. They needed more human control in the process. Several firms I have spoken to went further - they wound back their AI implementations entirely and returned to manual processes. An expensive round trip to end up exactly where they started.

So what separates the 5% from the 95%? I recently watched a keynote by an old friend, who leads AI strategy at a global retail technology firm, and he put language to something I had been observing in every sales conversation for the past year. His argument was simple:

AI models are commodities. Anyone can rent them. The competitive advantage is the context - the accumulated, structured, governed intelligence that makes those models useful. He calls it the context moat.

In practical terms, a context moat is the body of trusted knowledge that sits behind an AI system: approved content, historical decisions, institutional expertise, governance processes and structured data. The stronger that foundation, the more accurate, reliable and defensible the AI's outputs become. 

The market data backs this up. Venture
capital is not pouring billions into better models - it is flowing into the infrastructure and context layers around them. Data platforms, vector databases, protocols like MCP that connect AI agents to enterprise knowledge. The smart money has already decided where the value sits. It is not the model. It is what the model knows about your business.

What I see in the market

Every conversation I have with investment firms eventually arrives at the same place: AI architecture. But the firms making real progress have understood something the others have not - that underlying data which is audited, approved and accurate is essential for these systems to function at all.

The most common mistake I see is firms jumping into AI without proper due diligence on how these systems feed into their overall architecture. They buy the application layer and skip the intelligence layer. It is my miscalibrated power meter at enterprise scale: impressive technology producing confidently wrong outputs, because nobody verified the data underneath.

There is also a notable shift happening on the investor side, and fund managers should pay close attention to it. LPs are now asking managers directly: do you use AI to respond to our due diligence questionnaires, and what controls do you have in place to ensure those responses are accurate? AI governance has moved from an internal IT question to an investor-facing diligence question. Regulators are moving in the same direction - hallucination risk now features prominently in supervisory guidance on both sides of the Atlantic.

In other words, the question is no longer whether you use AI. It is whether you can evidence the controls, the approvals and the audit trail behind it.

What the 5% do differently

The MIT research contains a finding that deserves more attention than it gets: AI tools built by specialised external vendors succeeded roughly twice as often as internal builds. Domain focus and workflow fit beat general-purpose tooling, consistently.

The winning pattern, in my experience, looks like this:

1. They build the context layer first. A single, governed source of truth - approved content, audited data, clear ownership - before any AI is switched on.

2. They keep humans in control. AI drafts, retrieves and accelerates. People review, approve and own the output. Multi-level approval workflows are not a brake on AI - they are what makes AI deployable in a regulated industry.

3. They choose domain-specific systems over generic ones. A model that understands ILPA and AIMA templates, fund structures and regulatory language will outperform a general-purpose tool grafted onto investment workflows.

The context moat in investment management

This is precisely where we focused when building AI into Dasseti, and it is why our approach differs from the generic tools currently being rolled back across the industry.

For fund managers responding to DDQs and RFPs, the context moat is the accuracy and quality of your response library - every approved answer, every reviewed data point, structured and governed. Dasseti Engage builds that moat: AI retrieves and drafts from your own audited content, approval workflows ensure nothing reaches an investor without human sign-off, and every response is traceable to its source. The result is not just a 20-30% time saving. It elevates the RFP function within the capital raise process itself - getting ahead of market trends, alleviating regulatory pressure, and giving managers a confident answer when an LP asks how AI-generated responses are controlled.

For institutional allocators, the context moat is your accumulated manager intelligence - years of DDQ responses, ODD findings, scoring history and monitoring data. Dasseti Collect turns that into working intelligence: interacting with managers faster, improving the quality and consistency of reporting, and surfacing issues before they become problems. Better context leads to better questions, and better questions lead to better investment decisions.

In both cases the principle is identical. The AI is only as good as the context it draws from - and the context is only as good as the governance around it.

Build the moat or rent the productivity 

The choice facing every investment firm right now: build your context moat, or simply rent productivity that your competitors can rent too.

The firms that get this right will not be the ones with the biggest AI budgets. They will be the ones that treated their institutional knowledge - their approved answers, their manager data, their decision history - as the asset it is, and built the infrastructure to make it work.

My power meter taught me this lesson the cheap way. The 95% are learning it the expensive way.

I believe the investment management industry has a narrow window to get this right, and the firms moving now are already pulling ahead.  If you're evaluating how AI can improve DDQ responses, RFP workflows or manager due diligence without sacrificing governance and accuracy, I'd welcome a conversation.

Lachlan Fogarty is a Senior Sales Director at Dasseti, covering the UK and Europe, with 15 years experience in financial services technology 

 

Similar posts

Get notified about new investment sector insights

Stay up to date with the latest insights from the Dasseti team.

 

Sign up for blog alerts