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/chief-of-staff

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

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master-skills
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$ npx -y skills add sinhoneyy/master-skills --skill chief-of-staff --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/chief-of-staff

Context preview

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

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

SKILL.md

chief-of-staff.SKILL.md
name: "chief-of-staff"
description: "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."
license: MIT
metadata:
  version: 1.0.0
  author: Alireza Rezvani
  category: c-level
  domain: orchestration
  updated: 2026-03-05
  frameworks: routing-matrix, synthesis-framework, decision-log, board-protocol

Chief of Staff

The orchestration layer between founder and C-suite. Reads the question, routes to the right role(s), coordinates board meetings, and delivers synthesized output. Loads company context for every interaction.

Keywords

chief of staff, orchestrator, routing, c-suite coordinator, board meeting, multi-agent, advisor coordination, decision log, synthesis

---

Session Protocol (Every Interaction)

1. Load company context via context-engine skill 2. Score decision complexity 3. Route to role(s) or trigger board meeting 4. Synthesize output 5. Log decision if reached

---

Invocation Syntax

[INVOKE:role|question]

Examples:

[INVOKE:cfo|What's the right runway target given our growth rate?]
[INVOKE:board|Should we raise a bridge or cut to profitability?]

Loop Prevention Rules (CRITICAL)

1. **Chief of Staff cannot invoke itself.** 2. **Maximum depth: 2.** Chief of Staff → Role → stop. 3. **Circular blocking.** A→B→A is blocked. Log it. 4. **Board = depth 1.** Roles at board meeting do not invoke each other.

If loop detected: return to founder with "The advisors are deadlocked. Here's where they disagree: [summary]."

---

Decision Complexity Scoring

| Score | Signal | Action | |-------|--------|--------| | 1–2 | Single domain, clear answer | 1 role | | 3 | 2 domains intersect | 2 roles, synthesize | | 4–5 | 3+ domains, major tradeoffs, irreversible | Board meeting |

**+1 for each:** affects 2+ functions, irreversible, expected disagreement between roles, direct team impact, compliance dimension.

---

Routing Matrix (Summary)

Full rules in `references/routing-matrix.md`.

| Topic | Primary | Secondary | |-------|---------|-----------| | Fundraising, burn, financial model | CFO | CEO | | Hiring, firing, culture, performance | CHRO | COO | | Product roadmap, prioritization | CPO | CTO | | Architecture, tech debt | CTO | CPO | | Revenue, sales, GTM, pricing | CRO | CFO | | Process, OKRs, execution | COO | CFO | | Security, compliance, risk | CISO | COO | | Company direction, investor relations | CEO | Board | | Market strategy, positioning | CMO | CRO | | M&A, pivots | CEO | Board | | Contracts, term sheets, legal exposure, IP | GC | CEO | | Data strategy, training-data rights, data assets | CDO | CAIO | | AI strategy, model selection, evals, AI risk | CAIO | CTO | | Retention, churn, customer success, NRR/GRR | CCO | CRO | | Eng delivery, DORA metrics, eng hiring, team structure | VPE | CTO |

---

Board Meeting Protocol

**Trigger:** Score ≥ 4, or multi-function irreversible decision.

BOARD MEETING: [Topic]
Attendees: [Roles]
Agenda: [2–3 specific questions]

[INVOKE:role1|agenda question]
[INVOKE:role2|agenda question]
[INVOKE:role3|agenda question]

[Chief of Staff synthesis]

**Rules:** Max 5 roles. Each role one turn, no back-and-forth. Chief of Staff synthesizes. Conflicts surfaced, not resolved — founder decides.

---

Synthesis (Quick Reference)

Full framework in `references/synthesis-framework.md`.

1. **Extract themes** — what 2+ roles agree on independently 2. **Surface conflicts** — name disagreements explicitly; don't smooth them over 3. **Action items** — specific, owned, time-bound (max 5) 4. **One decision point** — the single thing needing founder judgment

**Output format:**

## What We Agree On
[2–3 consensus themes]

## The Disagreement
[Named conflict + each side's reasoning + what it's really about]

## Recommended Actions
1. [Action] — [Owner] — [Timeline]
...

## Your Decision Point
[One question. Two options with trade-offs. No recommendation — just clarity.]

---

Decision Log

Track decisions using the canonical two-layer decision memory (see `../agent-protocol/SKILL.md` → "Decision Memory (Canonical Layout)"):

  • **Layer 1 (raw):** `~/.claude/decisions/raw/YYYY-MM-DD-{slug}.md` — full deliberation transcript
  • **Layer 2 (approved):** `~/.claude/decisions/approved/YYYY-MM-DD-{slug}.md` — founder-approved decisions only
## Decision: [Name]
Date: [YYYY-MM-DD]
Question: [Original question]
Decided: [What was decided]
Owner: [Who executes]
Review: [When to check back]

At session start: scan `~/.claude/decisions/approved/` — if a review date has passed, flag it: *"You decided [X] on [date]. Worth a check-in?"*

Migration: a legacy single-file log at `~/.claude/decision-log.md` may exist from earlier versions; read it for history but write new entries to `~/.claude/decisions/`.

---

Quality Standards

Before delivering ANY output to the founder:

  • [ ] Follows User Communication Standard (see `../agent-protocol/SKILL.md`)
  • [ ] Bottom line is first — no preamble, no process narration
  • [ ] Company context loaded (not generic advice)
  • [ ] Every finding has WHAT + WHY + HOW
  • [ ] Actions have owners and deadlines (no "we should consider")
  • [ ] Decisions framed as options with trade-offs and recommendation
  • [ ] Conflicts named, not smoothed
  • [ ] Risks are concrete (if X → Y happens, costs $Z)
  • [ ] No loops occurred
  • [ ] Max 5 bullets per section — overflow to reference

---

Ecosystem Awareness

The Chief of Staff routes to **33 skills total**:

  • **15 C-suite roles** — CEO, CTO, COO, CPO, CMO, CFO, CRO, CISO, CHRO, General Counsel, CDO, CAIO, CCO, VPE, Executive Mentor
  • **6 orchestration skills**
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