Engineering Roadmap for 2026. Hard-edged. Technical. No sugar-coating.
0. Prologue: “Accelerating AI is easy. Doing it securely is an elite sport.”
Almost every organisation today is doing three things:
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Stuffing “smart” features everywhere.
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Giving Copilot to anyone with a pulse.
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Trying to stretch Zero Trust over LLMs the same way they stretched VPNs over the cloud in 2014.
The result?
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chaos in the data estate
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AI-driven leaks
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uncontrolled permission sprawl
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zero visibility
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AI agents that “go wherever they fancy”
And Microsoft politely says, in the Ignite/Build tone:
“You must secure AI before you accelerate AI.”
But the honest version is far sharper:
“If you accelerate AI without security — you accelerate your own death.”
Let’s move to the roadmap.
1. Architectural Model 2026: The AI Security Layer Cake
To accelerate AI without killing your company, you need a five-layer security architecture.
Here it is — in ASCII, just how you like it:
Each layer must be secured before AI even touches it.
2. Step 1 — Build the data map AI is allowed to see
AI sees everything the user sees (and often more — unless you restrict it).
So Step 1:
2.1. Implement Full Data Estate Discovery
Purview DSPM must scan:
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SharePoint
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OneDrive
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Exchange attachments
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SQL
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Azure Data Lake
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On-prem NAS/SMB
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File servers
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Git repositories
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Confluence
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ERP/CRM storage
And build a Data Map:
datasets → sensitivity → owners → access → lineage → risk
Why does this matter?
Because:
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AI is the perfect hunter of sensitive data
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It will find everything you forgot existed
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It will correlate it semantically
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It will surface it through summaries, tables, JSON
As Microsoft states in the MDDR:
“AI is extremely effective at discovering patterns that human operators overlook.”
Meaning: if you have a forgotten password in a 2019 document, Copilot will find it.
3. Step 2 — Establish the Data Sensitivity Foundation (Purview Labels)
AI does not understand “confidential”.
Purview does.
And Purview can pass that knowledge to the AI Security Plane.
3.1. Enable auto-labelling across all data
Auto-labelling must cover:
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content
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metadata
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attachments
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AI-generated output
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derivative documents
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tables
Minimum label set:
| Label | Meaning | Mandatory For |
|---|---|---|
| Public | may be shared | marketing |
| Internal | not external | all documents |
| Confidential | personal data, finance | HR/Finance |
| Highly Confidential | IP, secrets, source | R&D/Legal |
| Regulated | GDPR, HIPAA, PCI | healthcare, finance |
3.2. Turn on propagation
This is the crown jewel.
If Copilot reads a Confidential file,
→ the new output must also be Confidential.
Without propagation, AI will shred your security labels into confetti.
4. Step 3 — Deploy the AI Request Interception Layer
This is where it gets scientific.
Purview ARIL must evaluate every AI request:
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what data the AI wants
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from where
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for what purpose
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whether it has rights
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whether the context matches
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what the user is doing
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what the token is doing
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the risk level
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whether output violates policies
Real log example:
Without this layer, AI outputs everything.
5. Step 4 — Deploy the Output Firewall (LLM Scrubbing Engine)
Protection from:
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hallucination leakage
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oversharing
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data remix
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sensitive inference
Output firewall performs:
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masking
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redaction
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truncation
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sensitivity filtering
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PII/PHI removal
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JSON sanitisation
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table scrubbing
Example:
Request:
“Give me a summary of employee performance reports.”
Raw AI Output:
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employee names
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bonuses
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complaints
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termination plans
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KPIs
Scrubbed Output:
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aggregated KPIs
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trends
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general issues
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anonymised data
Without output-firewall, Copilot = “leak-as-a-report”.
6. Step 5 — Identity, Token, and Access Hardening
Microsoft keeps repeating a brutal truth:
AI follows the token — not the human.
If the token is stolen, the AI becomes your enemy.
6.1. Enable Token Protection (Entra ID)
Bind the token to:
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device
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key
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session
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geolocation
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network context
6.2. Enforce phishing-resistant MFA
FIDO2, Passkeys — non-negotiable.
6.3. Conditional Access with AI-context signals
CA must evaluate:
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what the AI agent is doing
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with which data
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which product
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sensitivity level
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which tool is invoked
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what the refresh token is doing
6.4. Session Attestation 2026
A quietly introduced new layer:
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device integrity
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context integrity
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token integrity
7. Step 6 — Restrict AI Tools (Plugins, Tools, Skills)
The most dangerous thing is giving AI too many tools.
Mini-table:
| Tool | Risk | Allow? |
|---|---|---|
| SQL Query Tool | full DB access | read-only via proxy only |
| File Writer Tool | creates files | high leak risk → restrict |
| PowerShell Tool | RCE | deny |
| HTTP Tool | exfiltration | deny |
| Graph API Write | modifies objects | limited, controlled |
| Graph API Read | extracts everything | only with AI-DLP |
8. Step 7 — AI Agent Isolation & Sandboxing
Here comes the real R&D.
8.1. Execution Sandbox (Azure / Fabric)
AI agents must run in:
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isolated containers
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limited tokens
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no full Graph access
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memory sandbox
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output size constraints
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strict DLP
8.2. Tools-per-Agent Isolation
Each agent must have its own tools, not a global pool.
9. Step 8 — Deploy AI Behaviour Analytics
AI behaves differently from humans.
Purview + Defender analyse:
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request patterns
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data types
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frequency
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agent types
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MITRE correlations
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anomalies
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“non-human-scale” behaviour
Example:
10. Step 9 — Shadow AI Discovery & Control
Shadow AI includes:
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unauthorised models
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custom LLMs
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private endpoints
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HuggingFace scripts
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local agents on dev laptops
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research servers
Purview AI Governance detects via:
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port scans
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network traffic
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API logs
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token patterns
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anomaly signatures
11. Step 10 — Build the AI Security DevOps Pipeline
AI control must enter CI/CD.
Pipeline must include:
11.1. Prompt Tests
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injection
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harmful manipulation
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cross-context extraction
11.2. Tool Access Tests
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privilege boundaries
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token misuse
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RCE attempts
11.3. Model Behaviour Tests
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hallucination leakage
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sensitivity bypass
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DLP evasion
11.4. Data Exposure Tests
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synthetic PII injection
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fuzzing
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chain-of-thought leakage detection
12. Step 11 — Create the AI Incident Response Plan
Must include:
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token rotation
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plugin revocation
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agent blocking
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audit of all AI endpoints
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temporary Data Lake isolation
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lineage debugging
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forensic output analysis
13. Step 12 — Enable AI Drift Detection
Models:
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degrade
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shift
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lose sensitivity awareness
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hallucinate more dangerously
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bypass DLP unintentionally
Monitor:
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leak frequency
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error types
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response length
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“too precise” answers (danger!)
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pattern anomalies
14. Step 13 — Governance-as-Code (GaaC)
Purview + Entra + Defender policies must be IaC:
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Terraform
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Bicep
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Pulumi
Why?
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versioning
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rollback
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CI/CD
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scalability
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risk control
15. Step 14 — Security Telemetry Fusion
The strongest defence = correlation across:
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Purview AI logs
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Defender identity logs
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Entra token logs
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Microsoft Graph logs
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endpoint telemetry
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AI output samples
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lineage graph
Fusion Engine identifies:
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token replay
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anomalous output
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leaks
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plugin-based attacks
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prompt injection chains
16. Step 15 — Executive Reporting (AI Risk Posture Dashboard)
A 2026 CISO must see:
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AI–data interaction heatmap
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AI exposure score
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DLP bypass attempts
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token replay attempts
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drift score
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shadow AI detections
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plugin risk scoring
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classification trends
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behavioural anomalies
Fabric + Purview + Defender deliver this.
Final Takeaway of CHAPTER 4:
“Accelerating AI is only possible once you’ve built the walls and the electric fence.”
AI without oversight → catastrophe.
AI with the right architecture → a business accelerator.
rgds,
Alex
… to be continued…
