security-guidance

General Counsel advisory for startups: contract risk scanner (12 founder-killer patterns: auto-renew traps, uncapped indemnity, vague IP, MFN pricing, missing DPA, one-sided venue, broad non-solicit, perpetual license-back, etc.) and term sheet analyzer (0-100 founder-friendliness score across 12 dimensions: liquidation preference, anti-dilution, option pool, board, vesting, drag-along, protective provisions, info rights, dividends, valuation). 3 in-depth references: contracts playbook (7 startup contract types), IP + regulatory landscape (HIPAA, GDPR, FDA, fintech, EU AI Act + SOC 2 to ISO sequencing), term sheet decoder. Stdlib-only. Standalone-installable; also bundled in c-level-skills. NOT a substitute for licensed counsel.

Chief Customer Officer advisory for startups: retention decomposition analyzer (honest GRR vs NRR + 7-category churn taxonomy), customer segmentation designer (4-tier framework + ICP fit scoring + kill list), CS coverage calculator (pooled vs named CSM models + ratio math + 12-month hiring plan). 4 in-depth references: retention decomposition, customer segmentation strategy, CS coverage model, CS team org evolution (CSM vs Support vs AM vs IM vs CS Ops). Stdlib-only. Standalone-installable; also bundled in c-level-skills. Strategic only - does not duplicate business-growth tactical CS skills.

VP of Engineering advisory: delivery throughput analyzer (DORA 4 metrics + cycle-time bottleneck identification), eng hiring funnel calculator (7-stage conversion + pipeline gap + weakest-stage fixes), eng team structure designer (squad/tribe model + manager-trigger + director-trigger + span-of-control). 4 in-depth references: DORA framework, eng hiring funnel, eng team structure (Conway's Law), production discipline (on-call, incidents, deployment, SLOs). Stdlib-only. Standalone-installable; also bundled in c-level-skills. NOT a CTO skill — VPE owns how the team ships, CTO owns what to build.

33 C-level advisory skills + c-level-agents plugin layer (13 cs-* persona agents + 21 /cs:* slash commands). Complete virtual board of directors with CEO, CTO, COO, CPO, CMO, CFO, CRO, CISO, CHRO advisors plus General Counsel, Chief Data Officer, Chief AI Officer, Chief Customer Officer, and VP of Engineering (delivery throughput DORA analyzer, eng hiring funnel calculator, eng team structure designer), executive mentor, founder coach, Chief of Staff router, board meetings, decision logger, board deck builder, scenario war room, competitive intel, org health diagnostic, M&A playbook, international expansion, culture architect, change management, strategic alignment, and the founder-mode plugin (office-hours, boardroom, brief/decide/execute/post-mortem pipeline, cross-model consensus, decision freeze).

Chief Data Officer advisory: AI training data audit (origin x class x use-case matrix with GDPR Art. 6 + EU AI Act citations -> GO/MITIGATE/NO-GO per source), data product strategy picker (warehouse vs lakehouse vs mesh + 6-layer build-vs-buy + 12-month sequencing), data asset valuator (strategic value 0-10 + M&A multiplier with carve-out penalties + 3 ranked productization paths). 4 references answering one decision each: training rights, data product strategy, customer-data-as-asset, data team org evolution. Stdlib-only. Standalone-installable; also bundled in c-level-skills. Strategic only - does not duplicate engineering data skills.