Captures and organizes chaotic brain dumps into a structured, actionable system with zero information loss. Use this skill whenever the user says 'capture this', 'brain dump', 'let me dump some ideas', 'I've got a bunch of thoughts', 'here's everything on my mind', 'idea dump', 'let me get this out of my head', 'I need to organize my thoughts', 'here's what I'm thinking', or any variation where someone is unloading a messy stream of ideas, tasks, thoughts, and plans wanting them turned into something coherent. Also trigger when the user pastes or dictates a long, unstructured block of mixed ideas — even without the exact phrase — the intent is the same. Fast-to-action by design: no upfront intake. Output is four sections (Projects/Ideas, Tasks, Connections, How I Can Help) ending with a directive question. Asks at most one mid-organization clarifying question when a single item is genuinely ambiguous between task and project.

Ultra-compressed communication mode. Cuts token usage ~75% by dropping filler, articles, and pleasantries while keeping full technical accuracy. Use when user says "caveman mode", "talk like caveman", "use caveman", "less tokens", "be brief", or invokes /caveman.

/cs:cco-review <plan> — Retention-obsessed Chief Customer Officer interrogation of any plan that touches customer retention, segmentation, CS team sizing, or CS team hiring. Use when gross retention is slipping, before approving CSM headcount, or when deciding which customer segments to keep or fire.

/cs:cdo-review <plan> — Decision-driven Chief Data Officer interrogation of any plan that touches training data, data architecture, data productization, or data team hiring. Use when validating training-data rights before model work, choosing warehouse vs lakehouse vs mesh, or valuing data assets for productization or M&A.

Executive leadership guidance for strategic decision-making, organizational development, and stakeholder management. Use when planning strategy, preparing board presentations, managing investors, developing organizational culture, making executive decisions, fundraising, or when user mentions CEO, strategic planning, board meetings, investor updates, organizational leadership, or executive strategy.

Financial leadership for startups and scaling companies. Financial modeling, unit economics, fundraising strategy, cash management, and board financial packages. Use when building financial models, analyzing unit economics, planning fundraising, managing cash runway, preparing board materials, or when user mentions CFO, burn rate, runway, fundraising, unit economics, LTV, CAC, term sheets, or financial strategy.

/cs:cfo-review <plan> — Numerate-skeptic interrogation of any plan that touches money. Unit economics, runway, dilution, capital allocation. Use when a plan commits meaningful spend — e.g. a hiring wave, a fundraise decision, or a new channel budget.

Pre-mortem plan analysis. Imagine the plan failed 12 months from now and work backwards to find the weaknesses. Surfaces assumptions, dependencies, and execution risks before committing resources. Use when before significant resource commitment, before presenting to a board or investors, when feedback has been one-sidedly positive, or when there is pressure to move fast and figure it out later.

Framework for rolling out organizational changes without chaos. Covers the ADKAR model adapted for startups, communication templates, resistance patterns, and change fatigue management. Handles process changes, org restructures, strategy pivots, and culture changes. Use when announcing a reorg, switching tools, pivoting strategy, killing a product, changing leadership, or when user mentions change management, change rollout, managing resistance, org change, reorg, or pivot communication.

Produce consistent, auditable release notes from Conventional Commits. Separates commit parsing, semantic-bump logic, and changelog rendering for automated releases with editorial control. Use when cutting a release, generating CHANGELOG.md from git history, computing the next semantic version from commits, automating release notes in CI, or planning a hotfix/rollback. Examples: 'generate the changelog for v1.4.0', 'what version bump do these commits require', 'we need an emergency hotfix process'.

Use when reviewing or rebalancing direct vs. partner-led channel economics — computing fully-loaded cost-to-serve per channel, channel ROI with cash / LTV / marginal lenses, and optimal channel mix subject to constraints. For Head of Commercial, RevOps, and VP Sales doing quarterly channel review when pipeline is mixed (e.g., 60% direct + 40% partner-led) and nobody actually knows which channel makes money after CAC, support load, partner discount, deal-velocity differences, retention differential, and overhead allocation are all loaded in. Outputs cost to serve, channel ROI verdicts (DOUBLE-DOWN / MAINTAIN / DEFUND / EXIT), a sensitivity-tested channel-mix recommendation, and the diminishing-returns inflection (e.g., 'which channel actually makes money — direct or partner?').

Use when planning, running, or learning from chaos engineering experiments. Triggers on "chaos experiment", "fault injection", "gameday", "resilience test", "blast radius", "steady state", "abort criteria", "Chaos Toolkit", "Chaos Mesh", "Litmus", "Gremlin", "AWS FIS", or any deliberate failure-injection question. Ships experiment designer, blast-radius calculator, and postmortem generator (all stdlib Python), 4 references on chaos principles + experiment design + attack taxonomy + tooling landscape, and a /chaos-experiment slash command. Composes with feature-flags-architect (kill switches as abort triggers) and kubernetes-operator (common chaos targets).

Chief AI Officer advisory for startups: model build-vs-buy decisions (API vs fine-tune vs in-house), AI risk classification under EU AI Act + US state patchwork, AI cost economics (API-to-self-hosted breakeven), and AI team org evolution. Use when deciding whether to call an API or fine-tune, classifying AI use cases for regulatory risk, calculating when self-hosting pays off, sequencing AI hires, or when user mentions CAIO, AI strategy, model selection, foundation model, fine-tuning, EU AI Act, NIST AI RMF, AI governance, model risk, or AI economics. Strategic only — does not duplicate engineering AI/ML skills.

Chief Customer Officer advisory for startups: retention decomposition (gross retention vs NRR honesty, churn root-cause taxonomy), customer segmentation strategy (differential investment across tiers + ICP fit scoring), CS team coverage model (pooled vs named CSM thresholds + ratio math), and CS team org evolution (CS vs Support vs AM distinctions). Use when designing retention strategy, segmenting customers for differential investment, sizing CS team, or sequencing CS hires. Strategic only — does not duplicate engineering/business-growth tactical skills.

Chief Data Officer advisory for startups: AI training data rights and consent provenance, data product strategy (warehouse vs lakehouse vs mesh, build-vs-buy), B2B customer-data-as-asset valuation and M&A readiness, data team org evolution. Use when deciding whether to train models on customer data, choosing data architecture, valuing data for fundraising or M&A, sequencing data hires, or when user mentions CDO, chief data officer, data strategy, data mesh, lakehouse, training data, data product, data monetization, or customer data asset. NOT a tactical data engineering skill — strategic decisions only.

C-suite orchestration layer. Routes founder questions to the right advisor role(s), triggers multi-role board meetings for complex decisions, synthesizes outputs, and tracks decisions. Every C-suite interaction starts here. Loads company context automatically. Use when a founder question needs routing to the right advisor — e.g. 'should we raise now or cut burn?' — or when a multi-domain decision needs a board meeting convened.

People leadership for scaling companies. Hiring strategy, compensation design, org structure, culture, and retention. Use when building hiring plans, designing comp frameworks, restructuring teams, managing performance, building culture, or when user mentions CHRO, HR, people strategy, talent, headcount, compensation, org design, retention, or performance management.

Reduce voluntary and involuntary churn through cancel flow design, save offers, exit surveys, and dunning sequences. Use when designing or optimizing a cancel flow, building save offers, setting up dunning emails, or reducing failed-payment churn. Trigger keywords: cancel flow, churn reduction, save offers, dunning, exit survey, payment recovery, win-back, involuntary churn, failed payments, cancel page. NOT for customer health scoring or expansion revenue — use customer-success-manager for that.

Generate pragmatic CI/CD pipelines from detected project stack signals — fast baseline generation, repeatable checks, environment-aware deployment stages. Use when setting up CI for a new project, refactoring existing pipelines, or standardizing deployment workflows across multiple repos.

Security leadership for growth-stage companies. Risk quantification in dollars, compliance roadmap (SOC 2/ISO 27001/HIPAA/GDPR), security architecture strategy, incident response leadership, and board-level security reporting. Use when building security programs, justifying security budget, selecting compliance frameworks, managing incidents, assessing vendor risk, or when user mentions CISO, security strategy, compliance roadmap, zero trust, or board security reporting.

/cs:ciso-review <plan> — Risk-paranoid interrogation of any plan that touches data, compliance, or production access. Use when launching features that handle customer data, before a SOC 2 / ISO audit, or after any incident or near-miss.

Personal coach that teaches users to become Claude power users. Use this skill the FIRST time a user asks to "learn Claude", "be a power user", "coach me", "teach me Claude tricks", "what can Claude do", "make me better at prompting", or any variation. After activation, also use it on EVERY subsequent turn to detect missed optimization opportunities (vague prompts, ignored capabilities, manual work Claude could automate) and surface a single power-user tip. Trigger generously — most users do not know what they do not know, so err on the side of coaching.

Use when designing a prospective clinical study before submission — selecting and classifying endpoints (primary / key-secondary / exploratory, with surrogate-endpoint flagging), estimating sample size and power for two-arm designs (means / proportions / survival), or scoring a study plan for feasibility and a GO / GO-WITH-CONDITIONS / REDESIGN / NO-GO phase-gate decision. Every output is an ESTIMATE plus a named human owner (clinician / biostatistician / regulatory owner) — never clinical fact, never a finished protocol. Distinct from ra-qm-team, which handles the regulatory/QM submission (ISO 13485, EU MDR, FDA 510(k)/PMA/QSR), not the study design.

Use when assessing cloud infrastructure for security misconfigurations, IAM privilege escalation paths, S3 public exposure, open security group rules, or IaC security gaps. Covers AWS, Azure, and GCP posture assessment with MITRE ATT&CK mapping.