Cyber Insurance Readiness
When your carrier's questionnaire asks whether you run multi-factor authentication (MFA), tested backups, and endpoint detection, the answers have to be true, because a wrong one can sink a claim. ASG builds the controls cyber insurers actually check into your managed IT, documents the evidence behind each one, and keeps your virtual CIO on the readiness so renewal is routine instead of a scramble.
- ✓The controls carriers require, built into managed IT: MFA, endpoint detection (EDR), tested backups
- ✓Honest, evidence-backed questionnaire answers, not aspirational checkboxes
- ✓Your virtual CIO owns readiness; risk re-audited at least quarterly
The questionnaire became a technical audit
A cyber-insurance application used to be a few checkboxes. Now it's a control-by-control audit: does MFA cover email, VPN, and admin accounts, do you run endpoint detection and response, are your backups tested and kept offline, do you train staff against phishing, do you have an incident-response plan you've actually rehearsed. Answer wrong and the policy costs more, covers less, or doesn't respond when you need it.
The application is a legal document, and a claim is when the carrier checks your work.
The trap is answering the way you wish things were. Insurers have gone to court to void policies when a business attested to controls, MFA most often, that weren't fully in place. The only safe answer is a true one, backed by evidence.
The controls carriers actually check
Underwriters have converged on a short list, and it's the same list that stops the incidents in the first place:
- Multi-factor authentication on email, remote access, and privileged accounts
- Endpoint detection and response (EDR) with monitoring behind it
- Tested backups kept offline or immutable so ransomware can't reach them
- Email filtering
- Security-awareness training with phishing simulation
- Patch and vulnerability management
- Least-privilege access with dormant accounts disabled
- A documented, tested incident-response plan
At ASG, security and backup are in the seat price, so the controls carriers ask about are already running: EDR with a 24/7 security operations center, email security, MFA, immutable and tested backups, and a written security plan mapped to the NIST Cybersecurity Framework, a framework insurers increasingly reference.
Answers that are true, and provable
Getting to yes on the questionnaire is the work, not the wording.
We deploy the controls you're missing, then document the evidence that each one is real and operating: the MFA policy, the EDR console, the backup restore tests, the training completion records. When a carrier audits after a claim, that evidence is the difference between a payout and a denial.
This is also why ASG runs the environment instead of handing you a report. A consultant can tell you what's missing, but the gaps, the documentation, and the upkeep stay yours. We do the finding and the fixing, and the evidence accumulates as a byproduct of ordinary operations.
Readiness that survives renewal
A policy renews once a year, but the controls have to run all year, because that's the window a claim can land in.
Your vCIO (your virtual CIO) owns cyber-insurance readiness: reviewing the questionnaire, keeping the answers accurate as your environment changes, and addressing risk with your leadership in plain terms. Your Technology Alignment Manager (TAM) audits your risk posture at least quarterly, so nothing quietly drifts out of compliance between renewals.
It's the same reason security is built into every plan rather than sold as an upsell. About 30% of ASG's new business comes from businesses that have been through a cyber event, and the plan is built to prevent the next one, the same evidence a carrier wants to see on your application.
From questionnaire panic to a defensible application
Questionnaire Walk-Through
We read your carrier's actual application with you and map every question to a control and the evidence that backs it.
MFA Everywhere
Multi-factor authentication on email, VPN, remote access, and privileged accounts, the line items carriers check first.
EDR + 24/7 Monitoring
Endpoint detection and response backed by a security operations center that hunts and contains threats.
Tested, Offline Backups
Immutable, regularly tested backups and a documented recovery plan, the 'tested restore' underwriters now ask about.
Security-Awareness Training
Phishing simulation and tracked training, documented per employee.
Incident-Response Plan
A written, practiced IR plan, plus the breach-notification workflow Connecticut law requires.
vCIO Readiness Reviews
Cyber-insurance readiness owned by your vCIO, with risk re-audited at least quarterly so renewal answers stay true.
#1 Connecticut MSP · 2026 Channel Futures MSP 501 (#58 nationally) · 5.0 ★ · 104 Google reviews · Serving CT since 1997
Questions, answered straight
Related: NIST Cybersecurity Framework alignmentManaged cybersecurityBackup & disaster recoveryCompliance & Risk services
Start with your Cyber Insurance Readiness gap assessment
Know exactly where you stand within a month: scope, score, and a prioritized roadmap. No deck, no pitch.