Cybersecurity & regulatory assurance
Cybersecurity and CIMA regulatory assurance for Cayman businesses
We’ve supported Cayman organisations since 1997. Today our in-house security team helps businesses, and financial services and CIMA-regulated entities in particular, manage cyber risk, regulatory compliance and operational resilience. It assesses, tests and assures your controls, then helps you fix what it finds.
Book a CIMA cybersecurity assessment Incident? Call (345) 926-7666
CIMA-focused assurance
Compliance assessments: against the CIMA RuleCIMA
Penetration testing: external and wirelessIn-house
Control effectiveness: do your controls workTested
Training and AI guidance: for your staffOngoing
Aligned to ISO/IEC 27001 and NIST CSF 2.0. Incident? Call (345) 926-7666, 24/7.
Why it matters
Your board is accountable for cyber risk
Cybersecurity is a question of governance, resilience, regulatory compliance and enterprise risk as well as IT.
Automated scanning tools find technical weaknesses. They can’t tell you whether your governance holds up, whether your controls work as designed, or how a finding maps to your regulatory obligations.
Our assessments cover all of it, and turn the findings into practical recommendations and executive-level reporting for senior management and boards.
What our assessments cover
The full picture, reported in language your board can act on
We work independently, or alongside your in-house or overseas IT team, providing specialist assessment, testing and assurance. Our security team holds CISA and CISSP certifications.
01
Cybersecurity maturity
How well your programme is defined, resourced and embedded today, against where it needs to be.
02
Governance
Board and senior management oversight, policies, roles and the evidence a regulator expects to see.
03
Control effectiveness
Whether your controls actually work as designed, not just whether they exist on paper.
04
Regulatory exposure
How each finding maps to CIMA’s Rule and Statement of Guidance and the Data Protection Act.
05
Remediation priorities
A practical, risk-ranked plan your IT team, or ours, can act on straight away.
Aligned with
CIMA Rule & Statement of Guidance on CybersecurityISO/IEC 27001NIST Cybersecurity Framework (CSF) 2.0Cayman Data Protection Act
What our security team delivers
Assessment, testing and remediation for regulated firms
01 · Assess
Know where you stand
- CIMA cybersecurity compliance assessments
- Cyber risk & gap assessments
- Security governance reviews
- Third-party technology risk assessments
02 · Test
Prove your controls work
- Control effectiveness testing
- External penetration testing
- Wireless penetration testing
- Vulnerability assessments
03 · Prepare & respond
Be ready for the day it happens
- Incident response planning
- Tabletop exercises for management
- Business continuity & disaster recovery planning
- Recovery testing
- 24/7 incident response
04 · Remediate & govern
Close the gaps and keep them closed
- Remediation by our own engineers, or guidance for yours
- Cybersecurity policy framework review & implementation
- Security governance & programme development
- Data Protection Act and ongoing CIMA compliance reviews
05 · Train & guide
Help your people make safe choices
- Security awareness training
- Phishing simulations with click-rate reporting
- AI security guidance: safe, governed use of Copilot and other AI tools
- Acceptable-use and AI policies for staff
Security awareness training · KnowBe4
Make your staff your strongest defence
Most attacks start with an email, a phone call or a text message. We run KnowBe4’s security awareness programme for you: we test your staff with realistic phishing several times a month, train anyone who takes the bait, and report the results to management, so you can watch your risk fall month by month.
It also gives you the evidence of staff training that CIMA’s cybersecurity rule and the Data Protection Act expect.
- Step 1Baseline testA simulated phishing campaign shows how many of your people would click today.
- Step 2Training that fitsShort courses, videos and games from KnowBe4’s library, assigned automatically and tracked to completion.
- Step 3Ongoing testingWe run phishing tests a few times a month, at random and modelled on real attacks, so the lessons stick.
- Step 4ReportingClick rates, training completion and a risk score for each person and team, ready for your board.
Phishing tests every monthWe send simulated phishing emails a few times a month, at random and from different templates, so staff can’t predict them. Anyone who clicks sees what they missed.
Phone, text, QR code and USB testsSimulated vishing calls, callback phishing, QR codes and USB drives, because attacks don’t only arrive by email.
Phish Alert ButtonOne click in Outlook reports a suspicious email to us, so real threats are dealt with quickly.
1,000+ training resourcesInteractive courses, short videos, games, posters and newsletters, in many languages, assigned by role and risk.
Risk scores and reportsA risk score for every user, industry benchmarks, executive reports and an audit trail for regulators.
Automatic follow-upAnyone who clicks a test gets the right training straight away, without anyone chasing them.
We also train your staff on the everyday tools they use. See staff IT training and workshops.
Compliance
Data Protection Act and CIMA cybersecurity, made practical
Every Cayman business holding personal data, and every CIMA-regulated entity, must protect that data and report known breaches to the authorities within tight timeframes. We translate the rules into controls, policies and evidence.
Cayman Data Protection ActData mapping, privacy guidance and breach-reporting readiness.
CIMA cybersecurity rulesCompliance assessments, control testing and incident procedures for regulated entities, mapped to the Rule and Statement of Guidance.
Cybersecurity policy frameworkReview and implementation of your cybersecurity policies, benchmarked against recognised standards such as ISO/IEC 27001 and NIST CSF 2.0.
Audit supportWe work between your auditors and your IT team, so requests for evidence get answered.
For CIMA-regulated firms
Outsourcing terms your regulator expects
Banks, insurers, fund administrators, trust companies and securities businesses can add our Regulated Client Addendum to their agreement. It gives you:
- Access for you, your auditors and CIMA to the records, people and premises behind your service
- Prompt notice of security incidents and of anything that could affect your service
- A business continuity plan, including hurricane preparedness, tested every year
- Backup data kept in the Cayman Islands unless you agree otherwise in writing
- No material sub-contracting without telling you first
- An annual statement of the security controls we apply
- Exit without penalty if CIMA directs you to end the arrangement, with transition support
How we protect your data
- MFA on every CNS staff login to client systems
- Least-privilege admin access, logged and reviewed
- Credentials kept in an encrypted, access-controlled vault
- Encryption in transit and for backups at rest
- Background checks and annual security training for staff
- Your data logically segregated from other clients’
For managed IT clients
Security is built into every managed IT plan
Every plan includes endpoint detection and response, vulnerability monitoring, DNS filtering, multi-factor authentication and dark web monitoring. Premium and Complete add email security and authentication, phishing training and device controls.
How an engagement works
- Step 1Discovery callWe learn how your business works, what data you hold and which regulations apply.
- Step 2Assess & testGovernance and policy review, control effectiveness testing, and penetration and vulnerability testing.
- Step 3Board-ready reportingFindings mapped to CIMA’s expectations and recognised frameworks, with prioritised recommendations for senior management and the board.
- Step 4Remediate & re-testWe fix the gaps, or support your IT team to, then re-test to show the controls now work.
Cybersecurity questions
How often should we have a cybersecurity assessment?
At least once a year, and after any major change to your systems or a significant incident. CIMA’s Rule expects your framework to be reviewed regularly, so an annual assessment also gives your board the evidence it needs.
Isn’t an automated vulnerability scan enough?
Scans are useful, and we run them, but they only find technical weaknesses. They can’t tell you whether your governance holds up, whether your controls work as designed or how a finding affects your regulatory obligations. Our assessments cover all of that.
Which frameworks do you work to?
Our approach aligns with CIMA’s regulatory expectations and recognised frameworks, including ISO/IEC 27001 and the NIST Cybersecurity Framework (CSF) 2.0. We map findings to whichever your board and auditors use.
Who receives the report?
Two audiences: a technical findings report for your IT team, and an executive summary for senior management and the board covering risk, regulatory exposure and remediation priorities.
We’re a small office. Do these regulations apply to us?
If you hold personal information about clients or staff, the Data Protection Act applies, whatever your size. We tailor the work to your scale and budget.
What happens if we think we’ve been breached?
Call (345) 926-7666 straight away. We answer emergency calls 24/7. Don’t click links, open attachments or enter your password, and if you already have, tell us immediately. Acting quickly makes a big difference, and you’ll never be in trouble for reporting something.
Can you help with our cyber insurance questionnaire?
Yes. Our managed plans are built around the controls insurers most often ask for (MFA, endpoint detection and response, backups and staff training), and we help you answer insurer questions about the controls we manage.
Can we use Microsoft Copilot and other AI tools safely?
Copilot can see anything a user has permission to see. Before you switch it on, we review your permissions, sharing settings and sensitivity labels so it only surfaces what each person should see.
Can you work with our existing IT provider?
Yes. We regularly work alongside in-house and overseas IT teams, providing independent testing and oversight.
Related insights
Know where you stand before your regulator asks
Book a CIMA cybersecurity assessment and get board-ready findings with a prioritised remediation plan.