A planning and orchestration layer for managing complex multi-stakeholder decisions.

Install

mkdir -p .claude/skills/chief-of-staff && curl -L -o skill.zip "https://agentskills.codes/api/skills/download/2306" && unzip -o skill.zip -d .claude/skills/chief-of-staff && rm skill.zip

Installs to .claude/skills/chief-of-staff

Activation

This is the description your AI agent reads to decide when to run this skill — the better it matches your request, the more reliably it fires.

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.
431 chars✓ has a “when” triggerlonger than Claude Code's old 250-char listing cap (fine on current versions)
Advanced

Key capabilities

  • Route founder queries to specific C-suite roles
  • Coordinate multi-role board meetings for complex decisions
  • Synthesize outputs from multiple advisor roles
  • Log decisions into canonical memory structures
  • Score decision complexity to determine routing

How it works

It scores the complexity of a founder's question and routes it to the appropriate C-suite advisor or triggers a board meeting if the decision is irreversible or multi-domain.

Inputs & outputs

You give it
Founder question or complex decision prompt
You get back
Synthesized recommendation with trade-offs and action items

When to use chief-of-staff

  • Manage board meetings
  • Synthesize project decisions
  • Route complex founder queries

About this skill

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

ScoreSignalAction
1–2Single domain, clear answer1 role
32 domains intersect2 roles, synthesize
4–53+ domains, major tradeoffs, irreversibleBoard 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.

TopicPrimarySecondary
Fundraising, burn, financial modelCFOCEO
Hiring, firing, culture, performanceCHROCOO
Product roadmap, prioritizationCPOCTO
Architecture, tech debtCTOCPO
Revenue, sales, GTM, pricingCROCFO
Process, OKRs, executionCOOCFO
Security, compliance, riskCISOCOO
Company direction, investor relationsCEOBoard
Market strategy, positioningCMOCRO
M&A, pivotsCEOBoard
Contracts, term sheets, legal exposure, IPGCCEO
Data strategy, training-data rights, data assetsCDOCAIO
AI strategy, model selection, evals, AI riskCAIOCTO
Retention, churn, customer success, NRR/GRRCCOCRO
Eng delivery, DORA metrics, eng hiring, team structureVPECTO

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 — cs-onboard, context-engine, board-meeting, decision-logger, agent-protocol, chief-of-staff
  • 6 cross-cutting skills — board-deck-builder, scenario-war-room, competitive-intel, org-health-diagnostic, ma-playbook, intl-expansion
  • 6 culture & collaboration skills — culture-architect, company-os, founder-coach, strategic-alignment, change-management, internal-narrative

See references/routing-matrix.md for complete trigger mapping.

References

  • references/routing-matrix.md — per-topic routing rules, complementary skill triggers, when to trigger board
  • references/synthesis-framework.md — full synthesis process, conflict types, output format

When not to use it

  • For simple, single-domain operational tasks
  • When a direct answer from a single role is sufficient

Prerequisites

context-engine skillagent-protocol skill

Limitations

  • Maximum recursion depth of 2
  • Cannot invoke itself
  • Board meetings limited to 5 roles

How it compares

It automates the orchestration of multiple specialized agents rather than relying on a single general-purpose assistant.

Compared to similar skills

chief-of-staff side by side with the closest alternatives in the catalog.

SkillInstallsUpdatedSafetyDifficulty
chief-of-staff (this skill)92moNo flagsAdvanced
task-master226moReviewIntermediate
spec-kit-workflow118moNo flagsIntermediate
product-manager-toolkit327moReviewBeginner

Try saying

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