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Guide · October 2026

You connected your data to AI. So why is it still giving you wrong answers?

A practical guide to connecting enterprise data, understanding where retrieval breaks down, and building AI answers you can trust.

By
Ryan Hanley and Alex Dollery
Reading time
13 min
Contents
  1. ·A familiar moment
  2. 01The gap
  3. 02Where AI works
  4. 03Why RAG breaks
  5. 04What the leaders build
  6. 05What good looks like
  7. 06The work
  8. 07How ready are you?
  9. 08Three routes
  10. ·Where Taskd comes in
  11. ·The next step
A familiar moment · illustrative

The answer looked right. The order had changed.

Ask your documents
Can we still deliver order 4471 on the 21st?
Yes. Supplier A confirmed 9,000 L for the 21st.
Source · email from Supplier A, 6 Nov
Supplier A · 6 Nov · paragraph 1
We can deliver 9,000 L by the 21st.
Found, and cited.
Supplier A · 6 Nov · paragraph 2
Provided the order is confirmed by the 10th.
In the next chunk. Never retrieved.
Supplier A · 11 Nov · reply
We didn’t receive confirmation by the 10th. Earliest delivery is now the 24th.
Arrived later. Didn’t rank in the top results.

The AI did what it was built to do: it found a chunk that looked like the question, and cited it. The condition sat in the next paragraph and the change arrived five days later, so someone on your team still pieces the real answer together, every time anyone asks.

Finding the chunk is not the same as knowing what was agreed.

01 · The gap

The model is ready. The data isn’t.

8.4%

of data leaders say the data feeding their AI is trustworthy enough for production.

17%42%

of companies abandoned most of their AI initiatives before production, in S&P Global’s previous survey and then in 2025.

60%

of AI projects unsupported by AI-ready data will be abandoned through 2026, Gartner predicts.

21%

of executives rate their data curation well developed. They are over three times as likely to be effective at data and AI.

Four independent sources, one finding: adoption is racing ahead of the foundations. As a data leader told MIT CISR, “largely all the GenAI use cases are using unstructured data,” and judging its quality is “human intensive, and it’s not scalable.”

The bottleneck is the data, not the model.

SourcesThe Modern Data Company survey, interim findings, Aug 2026 (vendor), via IT Brief · S&P Global Market Intelligence, Oct 2025 · Gartner, 26 Feb 2025 · MIT CISR, May 2026.

02 · Where AI works, and where it doesn’t

Two questions place any workflow.

↑ How exact must it be?
Must be
exact

Extraction and checking

“Does this invoice match its purchase order?”

Model + schema + validation. Errors go to a person.

Operations live here

Operational answers

“Which open orders has a supplier changed since we confirmed them?”

Needs structured knowledge. Retrieval alone gives answers that look right.

A draft
will do

Drafting and summarising

“Draft a reply to this customer email.”

A model on its own. A person reads it first.

Search and discovery

“What are customers complaining about this quarter?”

Retrieval (RAG) is built for this. Finding, not totalling.

One source
Many sources
How much must it combine?

Operations are exact and cross-cutting by nature. Promising a delivery date combines a customer request, a supplier’s latest email, a price list and a rule about what counts as confirmed. Each “yes” to these questions moves a workflow up and to the right: must it count every record, do names vary, can facts change, do your rules decide?

Place the question before you choose the tool.

03 · How retrieval (RAG) answers a question

Retrieval finds chunks that look like the question.

STEP 1Cut documents into chunks

Can lose

The table header, or the condition two paragraphs up

STEP 2Find chunks like the question

Can miss

An answer that doesn’t rank in the top few

STEP 3Choose what fits in the prompt

Can drop

Material that was retrieved, then cut to fit

STEP 4The model reads and reasons

Can confuse

Old and new versions, or two similar names, side by side

STEP 5An answer, with citations

Can invent

A confident answer the documents can’t support

Good at

Finding relevant material fast, and drafting from it with citations a person can follow.

Built-in limit

“RAG fails on global questions directed at an entire text corpus,” say Microsoft’s GraphRAG researchers.

Keep retrieval for finding. Build the structure that deciding needs.

SourcesBarnett et al., Seven Failure Points When Engineering a RAG System, 2024 · Edge et al., Microsoft Research, From Local to Global, 2024. Dashed amber: what each step can lose.

The failures that matter in operations

Three ways a good-looking answer goes wrong.

01

The condition gets cut off

A chunk cut by length keeps the promise and loses the clause that limits it.

Supplier email
“We can deliver 9,000 L by the 21st” provided the order is confirmed by Tuesday.
The promise was retrieved. The condition wasn’t.
02

Similar isn’t the same as agreed

A proposal, a counter-offer and the final agreement all look like the question.

Three chunks, one truth
Proposed: $412/t · Counter: $398/t
Agreed: $405/t
03

It can’t count what it didn’t retrieve

“How many” needs every record. Retrieval returns the top few, so the answer is a sample presented as a total.

RETRIEVED · 10 CHUNKSNEVER SEEN · 12 CHANGED ORDERS“Seven orders changed.”There were nineteen.GREEN: CHANGED ORDERS IN THE CHUNKS IT SAW

Three more show up in operations: the latest message isn’t always the agreed one, one thing goes by many names, and the rules that decide the answer aren’t written in the documents at all.

These are properties of the question, not bugs in a product.

04 · What sits underneath

The answer is the tip. The work is underneath.

THE ANSWER “Seven orders changed.” RUN · STEPS 10 TO 12Serving · Evaluation · Operating CONNECT · STEPS 7 TO 9Rules · Change and time · Governance SHAPE · STEPS 4 TO 6Business concepts · Statements · Identity GATHER · STEPS 1 TO 3Sources · Parsing · Cleaning WHAT THE DEMO SHOWS WHAT PRODUCTION NEEDS The question andthe answer are theonly parts anyonesees. Steps 4 to 8:most of thework, and mostof the value. WATERLINE

Underneath every answer you can trust sit twelve steps of work. The companies that published their engineering stories spent about a year on them: LinkedIn “over 1 year across a virtual team,” Uber “the past year”, and RAND advises committing a team to one problem “for at least a year.”

Budget for what sits below the waterline before you buy the tip.

SourcesLinkedIn Engineering, Practical text-to-SQL, 9 Dec 2024 · Uber Engineering, QueryGPT, 19 Sep 2024 · RAND, The Root Causes of Failure for AI Projects, 13 Aug 2024.

What the most advanced enterprises do

The leaders build the layer underneath.

People, models and agents
The semantic layer
Meaning

What the data means to the business

Relationships

How each thing connects to the rest

Rules

What the data must adhere to

Your emails, documents, messages and systems
MIT’s case · Healthcare IQ · two hospitals, two names
Hospital A: “Sterile Gauze Pad, 4x4”=Hospital B: “SG-44-STR”=One product

Healthcare IQ supplies purchasing and pricing data to hospitals. It recognised products like these with ontologies, business rules and former procurement analysts and clinicians, over years.

80%

of the effort to onboard new hospitals, automated by its semantic technologies

MIT CISR calls it a semantic layer: “a consistent and unified representation of data from various sources that is interpretable by humans and machines.” It sits between your data and whoever uses it, and the organisations furthest ahead built it before their AI tools worked.

Better AI starts before the model.

SourceMIT CISR, The Case for a Semantic Layer, Research Briefing XXVI-5, 21 May 2026. Healthcare IQ is MIT’s case, not a Taskd customer.

The evidence

Business context moves accuracy.

16%54%GPT-4 accuracy on enterprise questions, without and with a business model of what the data means
Raw database tables
16%
Tables plus an ontology and mappings
54%

Same questions, same insurance database. Adding the context more than tripled the share answered correctly. Models have improved since 2023; the lesson about context hasn’t.

91%21%tasks solved by the best agent at publication, on an academic test and then on real enterprise databases
Academic benchmark (Spider 1.0)
91%
Enterprise databases, 1,000+ columns
21%

Real schemas need the model to understand what the data means, which the researchers say “frequently requires understanding and searching through database metadata.”

Context is what moves accuracy, and somebody has to write it down.

SourcesSequeda, Allemang and Jacob, data.world, arXiv 2311.07509, 2023 · Lei et al., Spider 2.0, ICLR 2025, results at publication. Each bar is a share of 100%.

Notice what’s missing: documents

From documents to facts is the missing span.

BUILTUNFINISHEDBUILT Turning what messages and documents say into current, connected facts FINDTHE CHUNK QUERYTHE FACTS DOCUMENTS AND MESSAGES Foundry IQ: context from documents,through retrieval with citations THE STATE OF THE BUSINESS Fabric IQ: an ontology of entities,bound to data in OneLake (preview) the part most organisationshave no team for

Today’s semantic layers mostly describe tables: the Open Semantic Interchange, launched by Snowflake, Salesforce, dbt Labs and others, covers metrics and definitions over structured data. Microsoft draws the same line in its own products. The order that changed in a supplier’s email sits between the two: written in a document, needed as a fact.

That span is the semantic layer for unstructured data.

SourcesOpen Semantic Interchange announcement, Business Wire, 23 Sep 2025 · Microsoft Learn, What is Fabric IQ? and What is Foundry IQ?, read 22 Oct 2026. Fabric IQ’s ontology was in preview and can be built on; the point is the job, not impossibility.

05 · What good looks like · illustrative

Turn every message into facts you can check.

Supplier A · 6 Nov
“We can deliver 9,000 L by the 21st. Provided the order is confirmed by the 10th.”
WHOSupplier A DIDcan deliver WHAT9,000 L of order 4471 WHENby 21 Nov, CONDITIONif confirmed by 10 Nov.
Source email, 6 Nov, paragraphs 1 and 2Status conditionalOrder 4471 = PO 4471 = order 4471-B
2 Nov

Order confirmed to the customer

Agreed · 21 Nov
6 Nov

Supplier offers the 21st, on a condition

Conditional
11 Nov

Supplier: earliest is now the 24th

Proposed · 24 Nov
12 Nov

Account manager accepts the change

Agreed · 24 Nov, replaces 21 Nov

Each fact keeps who said it, about which order, when, on what condition, and the sentence it came from. Names resolve to one order. Changes keep what they replaced. The next person, or the next agent, checks the answer instead of rebuilding it.

A shared source of truth for what was agreed, and a source of reasoning for why.

06 · The work, step by step

Twelve steps from raw sources to answers you can check.

Gather
  1. 01Sources and accessWithout itAI answers from what it can reach
  2. 02ParsingWithout itTables become run-on text
  3. 03CleaningWithout itTotals quietly wrong
Shape
  1. 04Business conceptsWithout itEvery later step gets harder
  2. 05Statements with sourcesWithout itBack to chunks
  3. 06IdentityWithout itCounts double, records merge
Connect
  1. 07RulesWithout itPolicy reinvented per question
  2. 08Change and timeWithout itOld and new both look current
  3. 09GovernanceWithout itNo answer to “why?”
Run
  1. 10Serving to AIWithout itAccess without understanding
  2. 11EvaluationWithout itCustomers find the errors
  3. 12Operating itWithout itThe pilot decays by summer
The team it takes · at least six kinds of specialist
  • Data engineers
  • Data modeller
  • ML and LLM engineers
  • Analytics engineers
  • Domain experts, with time
  • An accountable owner
  • Platform and governance
  • Workflow owner

Green marks steps 4 to 8, where most of the effort and most of the value sit, and the steps the tools on the market leave to you. Even the plumbing is a job: in a 2021 survey for Fivetran, teams reported a median of 12 data engineers spending 44% of their time on pipelines, for structured data alone.

Connectors move data. Models read it. Neither decides what your business means by “confirmed”.

SourceWakefield Research for Fivetran, The State of Data Management Report, 2021 (vendor-commissioned, 300 data leaders).

07 · Score one workflow, 0 to 3 each

How ready are you, honestly?

01

You know every source that holds the facts it needs

0123
02

Your AI can reach them today, with the right permissions

0123
03

PDFs and emails parse with tables and threads intact

0123
04

Its core things have one written definition every team accepts

0123
05

You can tell when two names are the same thing

0123
06

Any fact your AI uses traces back to its sentence

0123
07

The rules that decide the answer are written where a system can apply them

0123
08

A change records the new value, what it replaced and when

0123
09

A named person is accountable for the quality

0123
10

You have real questions with known right answers to test against

0123
11

Any answer shows what it used, and who was allowed to see it

0123
12

You have the people to build and maintain this for more than a year

0123
0 TO 12

Pilot territory. Demos impress; production stalls. Start with steps 4 to 8 on one workflow.

13 TO 24

Tables are covered; documents, identity, rules and change aren’t.

25 TO 36

A real capability. Extend it to emails and documents, and measure every answer.

0 = no · 1 = partly, by hand · 2 = mostly, for some sources · 3 = yes, and someone maintains it.

08 · Three routes to get there

Build it, assemble it, or bring in specialists.

Build it yourself

0112
What it takes
Six or more roles, a platform, and a year or more per capability
You still carry
Everything, for as long as it runs
Best when
AI on your data is core and you can fund a standing team

Assemble tools

0112
What it takes
Connectors, parsing, a vector or graph store, an LLM platform, integration
You still carry
Steps 4 to 8, evaluation and upkeep: tools move data, they don’t decide what it means
Best when
Your data is mostly tables and your questions mostly search

Bring in specialists

0112
What it takes
Your questions, your experts’ time for definitions and review, a workflow owner
You still carry
Decisions about what matters, and review of the edge cases
Best when
You have the questions and experts, not the team, and your knowledge lives in documents
Steps you carryYou decide or reviewHandled by tools or a team
Six questions to ask any vendor, including us
1Does it keep what each document says, the facts and their conditions?
2Does it know when two names mean the same thing, and when they don’t?
3Are the rules written as data your experts can read and correct?
4Can every answer show its sentence, and say “no supported answer”?
5If you change model or vendor next year, what do you keep?
6What does the hundredth question cost compared with the first?

Whoever builds it, make sure the meaning stays yours.

SourcesA year or more per capability: LinkedIn Engineering, Dec 2024; Uber Engineering, Sep 2024.

Where Taskd comes in

You have the questions and the experts. We bring the structure.

Taskd builds the semantic layer for unstructured data. Steps 4 to 7 are our daily work: agreeing the business concepts and rules with your experts, extracting source-linked statements from your emails and documents, reconciling identities, and connecting the conditions and rules a question needs.

Step 8 is what we’re building now: order records that update as each customer, supplier and carrier message arrives. Our engine builds connected statements with the source passages behind them, and rule execution in our logic engine is deterministic.

70,000+emails processed in our deployed UK maritime chemicals workflow
159,000+entities structured and 8,000+ quote requests extracted there
$861Min high-risk related-party funding flows flagged in 48 hours across 8.1M public-record facts
Your experts explain what matters once. Every person and every agent works from it after that.Where we’re going

The maritime workflow connects incoming requests with product, pricing, transport and delivery information to prepare quotes for human approval; the operator is not named. The $861M figure comes from the Government of Alberta AI hackathon on public records, run with deterministic rules and no LLM at runtime: a demonstration, not a deployment, and flags are prompts for expert review, not findings of wrongdoing.

The next step

Bring us a question your team still has to piece together.

Bring us a question your team still has to piece together across documents. Let’s work through the answer and the evidence it needs.

1 · One question

One question your team still pieces together by hand, and the person accountable for its answer.

2 · Your concepts and rules

We agree the business concepts and rules with your experts, and structure the sources it needs.

3 · The answer and its evidence

We work through the answer, the evidence behind it, and what it would take to run it every day.

A good first question
  • Sits in the top right of the map: exact, and spread across many sources
  • Depends on emails, documents and records that don’t agree
  • Has someone accountable who feels the cost when it is wrong
  • Comes up every week, not once a year
Ryan HanleyCo-founder and CEO
Alex DolleryCo-founder and CTO
Better AI starts before the model.