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/soc2-prep

When the user needs to prepare for SOC 2, build a compliance roadmap, assess security posture, quantify security risk, or says "we need SOC 2", "security audit", "compliance", "enterprise customer wants SOC 2", "CISO advice".

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startup-founder-skills
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$ npx -y skills add shawnpang/startup-founder-skills --skill soc2-prep --agent claude-code

How it fires

How this skill gets triggered: by you, by Claude, or both.

  • Fires itselfAuto-invocation. Claude auto-loads it when your prompt matches the work.Auto-invocation is when the right skill fires by itself at the right moment, driven by a FLOW.md router and a hook, instead of you invoking it by name. It is the difference between a skill being installed and a skill actually getting used.Read the full definition →
  • You can call itInvoke it directly when you want it.
  • Slash command/soc2-prep

Context preview

The summary Claude sees to decide when to auto-load this skill.

When the user needs to prepare for SOC 2, build a compliance roadmap, assess security posture, quantify security risk, or says "we need SOC 2", "security audit", "compliance", "enterprise customer wants SOC 2", "CISO advice".

SKILL.md

soc2-prep.SKILL.md
name: soc2-prep
description: When the user needs to prepare for SOC 2, build a compliance roadmap, assess security posture, quantify security risk, or says "we need SOC 2", "security audit", "compliance", "enterprise customer wants SOC 2", "CISO advice".
related: [privacy-policy, security-review]
reads: [startup-context]

SOC 2 Prep

When to Use

Activate when a founder is preparing for SOC 2 certification, has been asked by a customer or prospect for a SOC 2 report, needs to quantify security risk for board or budget discussions, wants to build a compliance roadmap sequenced for business value, or needs to assess overall security posture. Also activate when the user mentions "SOC 2," "compliance audit," "trust service criteria," "security budget," "we need SOC 2 to close this deal," or "CISO."

Context Required

  • **From startup-context:** product type, tech stack, cloud infrastructure provider, team size, current security practices, business model, customer segments (enterprise customers often require SOC 2).
  • **From the user:** which Trust Service Criteria are in scope, current state of documentation and policies, existing security tooling (SSO, MDM, monitoring), whether targeting Type I or Type II, desired timeline, budget constraints, whether an auditor is selected, and top 3 prospects' compliance requirements.

Workflow

1. **Quantify the business case** — Frame security investment in dollars using ALE (Annual Loss Expectancy = Single Loss Expectancy x Annual Rate of Occurrence). Translate to board language: "This risk has $X expected annual loss. Mitigation costs $Y." Security is a sales enabler, not a checkbox. 2. **Scope definition** — Determine which Trust Service Criteria are in scope. Security (Common Criteria) is always required. Availability, Processing Integrity, Confidentiality, and Privacy are optional. Scope based on customer requirements and product type. 3. **Current state assessment** — Inventory existing policies, controls, and tooling. Identify what exists, what partially exists, and what is completely absent. Check the red flags list below. 4. **Gap analysis** — Map current state against each applicable TSC criterion. Produce a gap matrix showing compliant, partially compliant, and non-compliant areas. 5. **Compliance roadmap** — Sequence for business value: SOC 2 Type I (3-6 months) then SOC 2 Type II (12 months from start) then ISO 27001 or HIPAA based on customer demand. Do not pursue certifications before basic hygiene is in place. 6. **Policy generation** — Draft required policies tailored to the company's size. Early-stage startups need practical 2-5 page policies, not 50-page enterprise documents. 7. **Control implementation plan** — For each gap, define the control, the owner, the tooling, and the timeline. 8. **Evidence collection guidance** — Define what the auditor will request for each control and how to collect it systematically. 9. **Readiness review** — Perform a mock assessment before engaging the auditor.

Output Format

# Security & Compliance Assessment: [Company Name]

## Risk Quantification — top risks with ALE, mitigation cost, expected value
## Gap Analysis Matrix — TSC criterion, requirement, current state, gap, priority, remediation
## Compliance Roadmap — sequenced timeline: SOC 2 Type I > Type II > ISO 27001/HIPAA
## Policy Documents — generated as needed, each with purpose/scope/roles/statements/procedures
## Implementation Timeline — phased checklist with milestones
## Evidence Collection Checklist — per-control artifacts, storage location, refresh cadence
## Security Metrics Dashboard — table of key metrics with current values and targets

Frameworks & Best Practices

Risk Quantification (CISO Approach)

Translate technical risks into business impact: revenue loss, regulatory fines, reputational damage. Use ALE to prioritize.

**Formula:** `ALE = SLE x ARO` (Single Loss Expectancy x Annual Rate of Occurrence)

**Board language:** "A $200K security program preventing a $2M breach at 40% annual probability has $800K expected value. The program pays for itself 4x over."

Frame security spend as risk transfer cost, not overhead.

Security Metrics

| Category | Metric | Target | |----------|--------|--------| | Risk | ALE coverage (mitigated / total) | > 80% | | Detection | Mean Time to Detect (MTTD) | < 24 hours | | Response | Mean Time to Respond (MTTR) | < 4 hours | | Compliance | Controls passing audit | > 95% | | Hygiene | Critical patches within SLA | > 99% | | Access | Privileged accounts reviewed quarterly | 100% | | Vendor | Tier 1 vendors assessed annually | 100% | | Training | Phishing simulation click rate | < 5% |

Trust Service Criteria Overview

**Security (Common Criteria -- always in scope):** CC1-CC2 (control environment, communication), CC3 (risk assessment), CC4-CC5 (monitoring, control activities), CC6 (logical/physical access, encryption), CC7-CC8 (system ops, vulnerability mgmt, incident response, change mgmt), CC9 (vendor management, business continuity).

**Optional:** Availability (A1), Processing Integrity (PI1), Confidentiality (C1), Privacy (P1-P8).

Essential Policies (10 minimum)

Information Security, Access Control (MFA, least privilege, access reviews), Change Management (code review, rollback), Incident Response (detection through post-mortem), Risk Assessment (annual, with register), Vendor Management, Data Classification, Business Continuity/DR (RTO/RPO, backup testing), Acceptable Use, HR Security (background checks, onboarding/offboarding).

Vendor Security Assessment Tiers

| Tier | Data Access | Assessment Level | |------|------------|-----------------| | Tier 1 | PII/PHI access | Full assessment annually | | Tier 2 | Business data | Questionnaire + review | | Tier 3 | No sensitive data | Self-attestation |

Red Flags to Surface Proactively

  • Security budget justified by benchmarks rather than risk analysis
  • Certifications pursued b
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Hey friends. Shawn here. I've been bootstrapping and starting companies for the past 10 years (still working hard at 996 level).

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