Obsidian Ridge

Cyber insurance readiness

Prepare the security evidence insurers actually ask about.

A focused sprint for SMBs that need a clearer view of MFA, endpoint coverage, backups, awareness training, and incident response readiness before cyber insurance application or renewal pressure turns into a scramble.

Plain reality

This is readiness support, not an insurance promise.

Cyber insurance carriers may ask about controls like MFA, endpoint protection, backups, employee training, and incident response planning. This sprint helps you understand what is in place, what is missing, and what evidence you can reasonably prepare. It does not guarantee coverage, approval, or lower premiums.

Readiness areas

What the sprint reviews

Identity controls

Check whether critical business accounts, admin roles, and high-risk users are protected with MFA that can withstand common attack pressure.

Endpoint coverage

Review whether company devices are visible, protected, and monitored well enough to rely on during an incident.

Backup resilience

Look at whether critical data could be recovered if production systems or privileged accounts were compromised.

Incident readiness

Build a simple, usable response path so the business knows who decides what first when something goes wrong.

Evidence packet

Prepare business-readable notes, screenshots, and control context that can support renewal and underwriting conversations.

Remediation roadmap

Translate findings into a prioritized action plan instead of a long report that sits untouched.

Sprint options

Choose the depth that fits the moment.

Payment collection is intentionally handled after fit and scope are confirmed. Start with a request, and the right sprint depth can be confirmed before work begins.

Starter Sprint

$1,500

A focused review for smaller teams that need a clean baseline before an insurance application or renewal conversation.

  • MFA and admin access review
  • Endpoint protection and monitoring snapshot
  • Backup and restore readiness check
  • Plain-English findings summary
  • Prioritized next-step list
Request this sprint

Expanded Sprint

$3,500

A deeper sprint for businesses with compliance pressure, multiple systems, or a recent scare that exposed gaps.

  • Everything in Standard
  • Deeper Microsoft 365 or Google Workspace review
  • Policy and control evidence review
  • Follow-up remediation working session
  • Renewal-readiness summary for leadership
Request this sprint

Process

How the sprint works

01

Fit check

Start with a short briefing to confirm timing, business size, insurance deadline, and whether the sprint is the right fit.

02

Intake

Collect the minimum useful context: identity provider, endpoint coverage, backup approach, security training, and current insurance questionnaire pressure.

03

Readiness review

Review the controls that usually matter most for SMB underwriting and renewal conversations.

04

Packet and roadmap

Deliver a clear evidence packet, top risks, and next-step roadmap. No scare tactics, no fake certainty.

FAQ

Questions before you request a sprint

Does this guarantee a lower cyber insurance premium?

No. Obsidian Ridge does not guarantee insurance approval, premium reductions, or underwriting outcomes. The sprint helps identify, improve, and document security controls that are commonly reviewed during insurance conversations.

Who is this sprint for?

It is built for small and mid-sized businesses that need clearer security evidence before a cyber insurance application, renewal, customer questionnaire, or compliance review.

What if we already have an IT provider?

That is common. The sprint can work alongside an IT provider by clarifying security gaps, evidence needs, and practical remediation priorities.

Is this a full compliance audit?

No. It is a focused readiness sprint. If the work uncovers deeper SOC 2, HIPAA, PCI-DSS, or ISO 27001 needs, those should be scoped separately.

Can this lead into managed security?

Yes. If the sprint shows that ongoing monitoring, identity protection, awareness training, or SIEM coverage is needed, the next step may be an SMB managed security tier.

Not sure where you stand?

Start with the assessment, then request the sprint if the gaps are real.

The assessment gives you a fast posture snapshot. The sprint turns that snapshot into evidence, priorities, and a practical readiness plan.

Start the Assessment