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Cybersecurity & Compliance Readiness: The Assessment Framework

The framework Webb uses to get SMEs audit-ready for SOC 2, ISO 27001, and GDPR — gap analysis, risk register, and a prioritized remediation roadmap.

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Published Jul 2, 2026

Enterprise buyers, insurers, and regulators increasingly ask the same question: can you prove your security? For most SMEs the honest answer is "partly." This framework closes that gap and produces the evidence trail an audit needs. ── WHO THIS IS FOR ── Companies that need to pass security questionnaires to close deals, prepare for a SOC 2 or ISO 27001 audit, or demonstrate GDPR compliance — without hiring a full security team. ── THE FRAMEWORK ── 1. SCOPE & TARGET Confirm the framework(s) in scope (SOC 2 Type I/II, ISO 27001, GDPR) and the systems, data, and people boundary being assessed. 2. GAP ANALYSIS Assess current state against control domains: • Access control & identity (MFA, least privilege, joiner/mover/leaver). • Data protection (encryption at rest/in transit, retention, classification). • Application & infrastructure security (secure SDLC, patching, config). • Logging, monitoring & incident response. • Vendor & third-party risk. • Governance, policies & training. Each control is rated: met / partial / missing, with evidence noted. 3. RISK REGISTER Gaps become risks, scored by likelihood × impact, with an owner and a target date. This is the artifact auditors and boards actually want to see. 4. REMEDIATION ROADMAP Prioritized, sequenced, and costed: • Now (0–30 days) — MFA everywhere, backups tested, incident-response plan, access review, core policies. • Next (30–90 days) — logging/monitoring, vendor reviews, SDLC controls, staff training, evidence collection. • Later (90+ days) — audit engagement, penetration test, continuous monitoring. 5. POLICY & CONTROL SET A starter pack: information security policy, access policy, data protection & retention policy, incident response plan, acceptable use, and a vendor register — tailored to your business, not generic templates. ── SAMPLE OUTPUT (illustrative) ── A 25-person SaaS company, assessed for SOC 2 Type II readiness: • 62 controls assessed: 24 met, 21 partial, 17 missing. • 9 high risks, 14 medium, the rest low. • Highest risks: no centralized logging, inconsistent MFA, untested backups, no formal incident response. • Roadmap: audit-ready in ~4 months following the Now/Next/Later plan. ── WHAT YOU RECEIVE ── • Gap analysis against your target framework. • A scored risk register you maintain. • A tailored policy & control set. • A costed remediation roadmap and audit-readiness timeline. Engagements typically range $10,000–$50,000 depending on scope and framework. The readiness assessment is independent of any remediation work — you own the findings. Preparing for an audit or an enterprise security review? Book a scoping call.