Gap Assessment AI Analyst - Cyber Sierra
Gap Assessment AI Analyst
Gap assessment used to take 2 months per regulation. We got it down to hours.
Our Gap Assessment AI Analyst maps every regulatory obligation paragraph by paragraph against your policies, tags the responsible department, and delivers an eGRC-ready report in hours, not weeks.
2 months → hours
per gap assessment cycle, live customer data
0% false negatives
on gap identification, live deployments
150 questions / 15 min
regulatory obligations answered, Singapore gov agency
The Problem
The math doesn't work manually
30 circulars a year. 2 months each. One team.
One MAS circular can require coordinating 20+ business stakeholders. With 30 new regulations landing every year, the queue never clears, and the backlog only grows.
Gap assessments are still built clause by clause, in a spreadsheet.
You read each paragraph, type the finding manually, and produce a list with no remediation guidance, no department routing, and no way to track progress.
Every regulatory update restarts the work from zero.
Regulations change. Circulars get revised. Each new version requires a full reassessment cycle with the same stakeholders, the same timeline, the same effort.
Generic AI summarises the document instead of extracting the obligations
A 20-page circular can hold 200 discrete obligations, and each one has to be indexed on its own. General-purpose models collapse them into a paragraph of prose.
How Our Gap Assessment AI Analyst Works
Upload your regulatory documents and connect your policy library. What comes back is a clause-level gap report with a department owner and a recommended fix against each finding.
Connect
Connect your documents and policies
Drop in any PDF, circular, or framework. Point it at your existing policies, SOPs, and controls from SharePoint, uploaded docs, or your eGRC.
Analyze
Analyze and map every obligation
Every paragraph is indexed as a discrete obligation, matched against your policies, and flagged as covered, partial, or a gap with the source clause cited.
Export
Assign owners and export to eGRC
Each gap is assigned to the responsible department at 95%+ accuracy. The output exports as structured Excel for direct upload into your eGRC.
Built for Clause-Level Precision
Accurate gap assessment requires paragraph-level extraction and knowledge of your specific policies simultaneously. These are the capabilities that make both possible.
Paragraph Extraction
Every Clause Mapped to a Policy
Each paragraph is matched to the policy section that covers it, or flagged as a gap with the clause reference attached. Where a general-purpose model would hand you a summary, this works down at clause level.
Multi-Framework Coverage
Six Frameworks in One Run
One policy library, assessed against CCOP, NIST, ISO 27001, IM8, MAS TRM, and PCI DSS in a single pass. Doing it by hand means running each framework as its own cycle.
Department Impact Tagging
Know Exactly Who Owns Each Gap
Each gap is tagged to the responsible department or BU at 95%+ accuracy. One circular can touch dozens of teams. Every gap routes in the same run. No separate coordination needed.
Remediation Guidance
All Gaps Come With a Fix
For every gap, our AI analyst adds a best-practice recommendation. Your team gets what a well-controlled organization does for each gap type: an action plan your team can route and close.
Regulatory Version Control
See What Every Update Breaks
When a regulator issues an updated circular, it compares against the previous version and surfaces exactly which controls and policies are affected. Only what changed gets flagged.
Context Graph Accuracy
Output Grounded in Your Policies
The Context Graph holds your policies alongside the regulatory frameworks, with provenance and confidence metadata on each mapping. It has produced 0% false negatives across 9 to 10 months of live deployments.
Where the Other Approaches Break
Most teams facing 30+ new regulations a year have tried at least one of these. This is what fails in each, and what our Gap Assessment AI Analyst does instead.
Approach
What Breaks
What the AI Analyst Does
- Manual / Excel + Email
Copy-pasting regulation paragraphs into spreadsheets takes weeks per cycle and produces no remediation guidance. With 30 new regulations a year, the queue only grows.
Our Gap Assessment AI Analyst returns a complete report with department tags and best practice recommendations in hours.
- Generic AI Tools
Accuracy degrades on long compliance documents. A 20-page circular with 200 paragraph-level obligations produces incomplete, generic output with no knowledge of your policies.
The Context Graph grounds every obligation mapping in your specific policy library, producing clause-level, organization-specific findings.
- Legacy eGRC Platforms
A system of record makes the GRC team click through hundreds of records to do any analysis at all, and it can only tell you about the controls you have already logged, not the obligations you have missed.
It sits on top of your existing eGRC, performs the compliance analysis, and pushes structured results back in.
- Consulting Engagements
A one-time engagement at $150K–$250K delivers a point-in-time snapshot, stale when the next circular drops, with $300K+/year in managed services to stay current.
It runs continuously. Every new regulation assessed with no re-engagement, no ramp-up, no new invoice.
Results From Live Deployments
Observed outcomes from real production deployments.
- 2 months → hours per gap assessment cycle
A large regional insurer ran a 2-month cycle per circular: distributing to business units, two review rounds, coordinating 27 stakeholders. The same regulatory assessment now completes in hours, not months.
- 150 / 15 min regulatory questions answered
A Singapore government agency completed a full 150-question compliance review against CCOP and IM8 obligations in a 15-minute live session. No document preparation or reformatting required on their end.
- 0% false negatives on gap identification
Across multiple enterprise deployments over 9 to 10 months, the AI Analyst has not missed a single real compliance gap. Zero false negatives, confirmed independently across separate customer engagements.
90% true positive rate
When the AI flags a gap, human reviewers confirm it more than 90% of the time. The remaining cases are not errors. They are findings where a reviewer wants additional context before taking action.
"Auditors are going to love it. Very good. It will make it very easy for anyone to go and check." – Rashmi Chaundry, Independent ISO 27001 Auditor, 15+ years experience
Frequently Asked Questions
Does the AI hallucinate? How accurate is it really?
The system evaluates every output using RAGAS quality metrics before surfacing it. If the confidence score falls below threshold, it withholds the answer rather than generating a low-quality response.
There is a roughly 10% false positive rate – it occasionally flags something a human reviewer clears on inspection. That's intentional. In compliance, a missed gap costs far more than one extra finding to review.
Will it work on our specific frameworks – CCOP, IM8, MAS TRM, ISO 27001?
Yes. It reads any regulatory PDF, circular, or framework document and extracts obligations paragraph by paragraph – no pre-formatting required.
It also runs multiple frameworks simultaneously against a single policy library. One assessment cycle covers CCOP, IM8, ISO 27001, and MAS TRM together.
Does our policy data leave our environment?
No. It deploys inside your own infrastructure – your cloud (AWS, GCP, Azure), on-premises, or air-gapped. You choose the LLM, including self-hosted or open-source models.
For Singapore government and CII operators, Cyber Sierra is IMDA accredited and deployed on GCC. Data sovereignty requirements are supported by design, not bolted on.
We already have ServiceNow or Archer. Do we need to replace it?
No. It sits on top of your existing eGRC. It reads policies from SharePoint, uploaded documents, or directly from your eGRC, runs the obligation mapping, and pushes structured output back in.
Cyber Sierra has 140 day-1 integrations including ServiceNow and Archer. Your system of record stays in place.
Can we start with a pilot before committing to a full rollout?
Yes. The standard entry point is a scoped proof-of-value: one regulatory framework, one document, your actual policy library.
Several enterprise customers started that way and expanded after seeing the results. The strategy briefing is where we scope it with you.
Run a gap assessment with us.
18+ enterprise CISOs have already seen our Gap Assessment AI Analyst work on their regulatory environment. Tell us your frameworks, whether MAS, IM8, CCOP, or ISO 27001, and we'll run the assessment with you. Bring your actual documents. We'll show you what we find.