Planning & Project Management for Claude Code

Design systems, services, and architectures. Trigger with "design a system for", "how should we architect", "system design for", "what's the right architecture for", or when the user needs help with API design, data modeling, or service boundaries.

Simple task management using a shared TASKS.md file. Reference this when the user asks about their tasks, wants to add/complete tasks, or needs help tracking commitments.

Identify, categorize, and prioritize technical debt. Trigger with "tech debt", "technical debt audit", "what should we refactor", "code health", or when the user asks about code quality, refactoring priorities, or maintenance backlog.

Triage and prioritize a support ticket or customer issue. Use when a new ticket comes in and needs categorization, assigning P1-P4 priority, deciding which team should handle it, or checking whether it's a duplicate or known issue before routing.

Rapidly triage an incoming NDA and classify it as GREEN (standard approval), YELLOW (counsel review), or RED (full legal review). Use when a new NDA arrives from sales or business development, when screening for embedded non-solicits, non-competes, or missing carveouts, or when deciding whether an NDA can be signed under standard delegation.

Check the status of existing agreements with a vendor across all connected systems — CLM, CRM, email, and document storage — with gap analysis and upcoming deadlines. Use when onboarding or renewing a vendor, when you need a consolidated view of what's signed and what's missing (MSA, DPA, SOW), or when checking for approaching expirations and surviving obligations.

Evaluate a vendor — cost analysis, risk assessment, and recommendation. Use when reviewing a new vendor proposal, deciding whether to renew or replace a contract, comparing two vendors side-by-side, or building a TCO breakdown and negotiation points before procurement sign-off.

Generate a weekly prep briefing from your calendar and Common Room

Generate a comprehensive weekly briefing for all external calls in the next 7 days. Triggers on 'weekly prep brief', 'prepare my week', 'what calls do I have this week', 'Monday prep', or any weekly planning request.

Write a feature spec or PRD from a problem statement or feature idea. Use when turning a vague idea or user request into a structured document, scoping a feature with goals and non-goals, defining success metrics and acceptance criteria, or breaking a big ask into a phased spec.

Use when the user asks to design a multi-agent system, pick an orchestration pattern (supervisor/swarm/pipeline), generate tool schemas for agents, or evaluate agent execution logs for cost, latency, and failure bottlenecks. Examples: 'design an agent architecture for research automation', 'generate Anthropic tool schemas from these tool descriptions', 'analyze these agent run logs for bottlenecks'. NOT for Claude Code workflow files (use workflow-builder) or single-agent prompt design (use agen

Turn any domain folder of skills into a bounded agentic loop: compile a goal into a verifiable task plan, execute tasks with the domain's own tools, verify every task with machine-run checks, retry with caps, escalate to a human when budgets exhaust, and refuse to close until everything is verified or explicitly waived. Use when you want an agent or subagent to pick up a goal and drive it to a verified close across one of this repo's 18 domains ('run this goal through the engineering harness', '

Inter-agent communication protocol for C-suite agent teams. Defines invocation syntax, loop prevention, isolation rules, and response formats. Use when C-suite agents need to query each other, coordinate cross-functional analysis, or run board meetings with multiple agent roles.

Design AWS architectures for startups using serverless patterns and IaC templates. Use when asked to design serverless architecture, create CloudFormation templates, optimize AWS costs, set up CI/CD pipelines, or migrate to AWS. Covers Lambda, API Gateway, DynamoDB, ECS, Aurora, and cost optimization.

Read, write, and browse the AgentHub message board for agent coordination. Use when the user runs /hub:board or asks to post, read, or inspect coordination messages between competing AgentHub agents.

Assembles comprehensive board and investor update decks by pulling perspectives from all C-suite roles. Use when preparing board meetings, investor updates, quarterly business reviews, or fundraising narratives. Covers structure, narrative framework, bad news delivery, and common mistakes.

Multi-agent board meeting protocol for strategic decisions. Runs a structured 6-phase deliberation: context loading, independent C-suite contributions (isolated, no cross-pollination), critic analysis, synthesis, founder review, and decision extraction. Use when the user invokes /cs:boardroom, calls a board meeting, or wants structured multi-perspective executive deliberation on a strategic question.

Board meeting preparation for the adversarial scenario, not the friendly one. Forces numbers-cold mastery, anticipates hard questions, builds a narrative that acknowledges weakness without losing the room. Use when preparing for a board meeting, an investor update, fundraising presentation, or any high-stakes adversarial review where every number must live in your head not just on a slide.

/cs:boardroom <brief> — 6-phase multi-role deliberation across the C-suite with Phase 2 isolation, critic pre-screen, and synthesis. Outputs a board memo. Use when a decision spans multiple executive domains — e.g. a pricing change touching finance, positioning, and product, or a raise-vs-cut runway call.

Use when running, diagnosing, or designing internal business operations — process documentation, vendor SLAs, capacity planning, internal comms, SOP/runbook authoring, procurement spend. Triggers on "BizOps review", "where's the bottleneck", "vendor health", "internal SOP", "all-hands deck", "spend categorization", "capacity for Q3", "process mapping". Forks context to route to one of six BizOps sub-skills (process-mapper, vendor-management, capacity-planner, internal-comms, knowledge-ops, procu

Founder-mode executive team. 13 cs-* C-suite agents (CFO, CMO, CRO, CPO, COO, CHRO, CISO, GC, CDO, CAIO, CCO, VPE, Chief of Staff) and 21 /cs:* slash commands for forcing-question office hours, multi-role boardroom deliberation, strategic sprint pipeline, and meta routing. Use when the founder needs a virtual executive team, when invoking /cs:* commands, or when orchestrating multi-role decisions.

Index and router for the C-level advisory bundle: 33 skills covering 14 C-suite roles, orchestration, cross-cutting capabilities, and culture. Use when exploring what the c-level-advisor bundle contains, deciding which advisor skill fits a question, or finding the entry points (cs-onboard interview, chief-of-staff routing, board-meeting protocol).

/cs:caio-review <plan> — Eval-demanding Chief AI Officer interrogation of any plan that involves AI: model selection, risk classification, cost economics, or AI hiring. Use when shipping an AI feature without an eval set, choosing between API, fine-tune, and self-hosted, or classifying a use case under the EU AI Act.

Use when an ops leader (Director of CX, Head of Support, VP Ops, Head of BizOps, Head of IT ops, Head of Finance ops) is sizing ops capacity, building a headcount plan, modeling utilization risk, planning Q3 capacity or annual support capacity, or designing CS coverage — and needs Erlang-C queueing math, P90 demand sizing, shrinkage-adjusted FTE, manager-trigger thresholds, and a quarterly hiring sequence with ramp + attrition. Apply when sustained team utilization is above 80% or when the team

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 some

/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.

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.

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.

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 lands

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,

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 — do

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.

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.

Reverse-engineer a frontend codebase into a PRD. Usage: /code-to-prd [path]. Slash command for Claude Code, Codex CLI, Gemini CLI.

Reverse-engineer any codebase into a complete Product Requirements Document (PRD). Analyzes routes, components, state management, API integrations, and user interactions to produce business-readable documentation detailed enough for engineers or AI agents to fully reconstruct every page and endpoint. Works with frontend frameworks (React, Vue, Angular, Svelte, Next.js, Nuxt), backend frameworks (NestJS, Django, Express, FastAPI), and fullstack applications. Use when users mention: generate PRD,

Analyze a codebase and generate onboarding documentation for engineers, tech leads, and contractors. Fast fact-gathering and repeatable onboarding outputs. Use when onboarding a new engineer, writing architecture-overview docs for a new project, or producing tech-lead briefings for unfamiliar repos.