Files
claude-skills-reference/c-level-advisor/company-os/references/os-comparison.md
Alireza Rezvani 466aa13a7b feat: C-Suite expansion — 8 new executive advisory roles (2→10) (#264)
* feat: C-Suite expansion — 8 new executive advisory roles

Add COO, CPO, CMO, CFO, CRO, CISO, CHRO advisors and Executive Mentor.
Expands C-level advisory from 2 to 10 roles with 74 total files.

Each role includes:
- SKILL.md (lean, <5KB, ~1200 tokens for context efficiency)
- Reference docs (loaded on demand, not at startup)
- Python analysis scripts (stdlib only, runnable CLI)

Executive Mentor features /em: slash commands (challenge, board-prep,
hard-call, stress-test, postmortem) with devil's advocate agent.

21 Python tools, 24 reference frameworks, 28,379 total lines.
All SKILL.md files combined: ~17K tokens (8.5% of 200K context window).

Badge: 88 → 116 skills

* feat: C-Suite orchestration layer + 18 complementary skills

ORCHESTRATION (new):
- cs-onboard: Founder interview → company-context.md
- chief-of-staff: Routing, synthesis, inter-agent orchestration
- board-meeting: 6-phase multi-agent deliberation protocol
- decision-logger: Two-layer memory (raw transcripts + approved decisions)
- agent-protocol: Inter-agent invocation with loop prevention
- context-engine: Company context loading + anonymization

CROSS-CUTTING CAPABILITIES (new):
- board-deck-builder: Board/investor update assembly
- scenario-war-room: Cascading multi-variable what-if modeling
- competitive-intel: Systematic competitor tracking + battlecards
- org-health-diagnostic: Cross-functional health scoring (8 dimensions)
- ma-playbook: M&A strategy (acquiring + being acquired)
- intl-expansion: International market entry frameworks

CULTURE & COLLABORATION (new):
- culture-architect: Values → behaviors, culture code, health assessment
- company-os: EOS/Scaling Up operating system selection + implementation
- founder-coach: Founder development, delegation, blind spots
- strategic-alignment: Strategy cascade, silo detection, alignment scoring
- change-management: ADKAR-based change rollout framework
- internal-narrative: One story across employees/investors/customers

UPGRADES TO EXISTING ROLES:
- All 10 roles get reasoning technique directives
- All 10 roles get company-context.md integration
- All 10 roles get board meeting isolation rules
- CEO gets stage-adaptive temporal horizons (seed→C)

Key design decisions:
- Two-layer memory prevents hallucinated consensus from rejected ideas
- Phase 2 isolation: agents think independently before cross-examination
- Executive Mentor (The Critic) sees all perspectives, others don't
- 25 Python tools total (stdlib only, no dependencies)

52 new files, 10 modified, 10,862 new lines.
Total C-suite ecosystem: 134 files, 39,131 lines.

* fix: connect all dots — Chief of Staff routes to all 28 skills

- Added complementary skills registry to routing-matrix.md
- Chief of Staff SKILL.md now lists all 28 skills in ecosystem
- Added integration tables to scenario-war-room and competitive-intel
- Badge: 116 → 134 skills
- README: C-Level Advisory count 10 → 28

Quality audit passed:
 All 10 roles: company-context, reasoning, isolation, invocation
 All 6 phases in board meeting
 Two-layer memory with DO_NOT_RESURFACE
 Loop prevention (no self-invoke, max depth 2, no circular)
 All /em: commands present
 All complementary skills cross-reference roles
 Chief of Staff routes to every skill in ecosystem

* refactor: CEO + CTO advisors upgraded to C-suite parity

Both roles now match the structural standard of all new roles:
- CEO: 11.7KB → 6.8KB SKILL.md (heavy content stays in references)
- CTO: 10KB → 7.2KB SKILL.md (heavy content stays in references)

Added to both:
- Integration table (who they work with and when)
- Key diagnostic questions
- Structured metrics dashboard table
- Consistent section ordering (Keywords → Quick Start → Responsibilities → Questions → Metrics → Red Flags → Integration → Reasoning → Context)

CEO additions:
- Stage-adaptive temporal horizons (seed=3m/6m/12m → B+=1y/3y/5y)
- Cross-references to culture-architect and board-deck-builder

CTO additions:
- Key Questions section (7 diagnostic questions)
- Structured metrics table (DORA + debt + team + architecture + cost)
- Cross-references to all peer roles

All 10 roles now pass structural parity:  Keywords  QuickStart  Questions  Metrics  RedFlags  Integration

* feat: add proactive triggers + output artifacts to all 10 roles

Every C-suite role now specifies:
- Proactive Triggers: 'surface these without being asked' — context-driven
  early warnings that make advisors proactive, not reactive
- Output Artifacts: concrete deliverables per request type (what you ask →
  what you get)

CEO: runway alerts, board prep triggers, strategy review nudges
CTO: deploy frequency monitoring, tech debt thresholds, bus factor flags
COO: blocker detection, scaling threshold warnings, cadence gaps
CPO: retention curve monitoring, portfolio dog detection, research gaps
CMO: CAC trend monitoring, positioning gaps, budget staleness
CFO: runway forecasting, burn multiple alerts, scenario planning gaps
CRO: NRR monitoring, pipeline coverage, pricing review triggers
CISO: audit overdue alerts, compliance gaps, vendor risk
CHRO: retention risk, comp band gaps, org scaling thresholds
Executive Mentor: board prep triggers, groupthink detection, hard call surfacing

This transforms the C-suite from reactive advisors into proactive partners.

* feat: User Communication Standard — structured output for all roles

Defines 3 output formats in agent-protocol/SKILL.md:

1. Standard Output: Bottom Line → What → Why → How to Act → Risks → Your Decision
2. Proactive Alert: What I Noticed → Why It Matters → Action → Urgency (🔴🟡)
3. Board Meeting: Decision Required → Perspectives → Agree/Disagree → Critic → Action Items

10 non-negotiable rules:
- Bottom line first, always
- Results and decisions only (no process narration)
- What + Why + How for every finding
- Actions have owners and deadlines ('we should consider' is banned)
- Decisions framed as options with trade-offs
- Founder is the highest authority — roles recommend, founder decides
- Risks are concrete (if X → Y, costs $Z)
- Max 5 bullets per section
- No jargon without explanation
- Silence over fabricated updates

All 10 roles reference this standard.
Chief of Staff enforces it as a quality gate.
Board meeting Phase 4 uses the Board Meeting Output format.

* feat: Internal Quality Loop — verification before delivery

No role presents to the founder without passing verification:

Step 1: Self-Verification (every role, every time)
  - Source attribution: where did each data point come from?
  - Assumption audit: [VERIFIED] vs [ASSUMED] tags on every finding
  - Confidence scoring: 🟢 high / 🟡 medium / 🔴 low per finding
  - Contradiction check against company-context + decision log
  - 'So what?' test: every finding needs a business consequence

Step 2: Peer Verification (cross-functional)
  - Financial claims → CFO validates math
  - Revenue projections → CRO validates pipeline backing
  - Technical feasibility → CTO validates
  - People/hiring impact → CHRO validates
  - Skip for single-domain, low-stakes questions

Step 3: Critic Pre-Screen (high-stakes only)
  - Irreversible decisions, >20% runway impact, strategy changes
  - Executive Mentor finds weakest point before founder sees it
  - Suspicious consensus triggers mandatory pre-screen

Step 4: Course Correction (after founder feedback)
  - Approve → log + assign actions
  - Modify → re-verify changed parts
  - Reject → DO_NOT_RESURFACE + learn why
  - 30/60/90 day post-decision review

Board meeting contributions now require self-verified format with
confidence tags and source attribution on every finding.

* fix: resolve PR review issues 1, 4, and minor observation

Issue 1: c-level-advisor/CLAUDE.md — completely rewritten
  - Was: 2 skills (CEO, CTO only), dated Nov 2025
  - Now: full 28-skill ecosystem map with architecture diagram,
    all roles/orchestration/cross-cutting/culture skills listed,
    design decisions, integration with other domains

Issue 4: Root CLAUDE.md — updated all stale counts
  - 87 → 134 skills across all 3 references
  - C-Level: 2 → 33 (10 roles + 5 mentor commands + 18 complementary)
  - Tool count: 160+ → 185+
  - Reference count: 200+ → 250+

Minor observation: Documented plugin.json convention
  - Explained in c-level-advisor/CLAUDE.md that only executive-mentor
    has plugin.json because only it has slash commands (/em: namespace)
  - Other skills are invoked by name through Chief of Staff or directly

Also fixed: README.md 88+ → 134 in two places (first line + skills section)

* fix: update all plugin/index registrations for 28-skill C-suite

1. c-level-advisor/.claude-plugin/plugin.json — v2.0.0
   - Was: 2 skills, generic description
   - Now: all 28 skills listed with descriptions, all 25 scripts,
     namespace 'cs', full ecosystem description

2. .codex/skills-index.json — added 18 complementary skills
   - Was: 10 roles only
   - Now: 28 total c-level entries (10 roles + 6 orchestration +
     6 cross-cutting + 6 culture)
   - Each with full description for skill discovery

3. .claude-plugin/marketplace.json — updated c-level-skills entry
   - Was: generic 2-skill description
   - Now: v2.0.0, full 28-skill ecosystem description,
     skills_count: 28, scripts_count: 25

* feat: add root SKILL.md for c-level-advisor ClawHub package

---------

Co-authored-by: Leo <leo@openclaw.ai>
2026-03-06 01:35:08 +01:00

11 KiB
Raw Blame History

Operating System Comparison

Side-by-side analysis of the major company operating frameworks.


Overview

Framework Origin Best fit Implementation time Cost
EOS Gino Wickman, 2007 10250 employees, founder-led 23 years full adoption Free (DIY) to $25K+/year (implementer)
Scaling Up Verne Harnish, 2002 Growth-stage, strategic focus 12 years Free (DIY) to $15K+/year (coach)
OKR-native Andy Grove / Google Tech companies, product orgs 36 months Free
Holacracy Brian Robertson, 2007 Flat, autonomous organizations 24 years $5K$50K+ (certification)
Custom hybrid You When the above don't fit exactly Ongoing Whatever you invest

1. EOS — Entrepreneurial Operating System

Book: Traction by Gino Wickman

Core principles

EOS is built on Six Components:

  1. Vision — Where are you going? (V/TO: Vision/Traction Organizer)
  2. People — Right people, right seats
  3. Data — Scorecard with weekly metrics
  4. Issues — Surface and resolve with IDS
  5. Process — Document core processes
  6. Traction — Rocks + meeting pulse (L10)

Signature tools

  • V/TO (Vision/Traction Organizer): 2-page strategy doc. Core values, core focus, 10-year target, 3-year picture, 1-year plan, quarterly rocks, issues.
  • Accountability Chart: Who owns what function (not org chart)
  • L10 meeting: Weekly 90-minute leadership sync (Level 10 = aim for 10/10)
  • Rocks: 90-day priority commitments (37 per person)
  • IDS: Identify, Discuss, Solve (issue resolution, max 15 min per issue)

Strengths

  • Operationally focused. If your problem is execution chaos, EOS addresses it directly.
  • Accessible. The book is practical. You can DIY it without a coach.
  • Community. Large network of implementers, tools (Ninety.io, EOS Worldwide), and practitioners.
  • Simple enough to actually use. No complex methodology. Most teams are functional within 6 months.

Limitations

  • Strategic depth is shallow. The V/TO is good for direction but doesn't replace real strategy work.
  • Doesn't scale beyond ~250. Designed for entrepreneurial companies. Gets cumbersome at enterprise scale.
  • Assumes a cohesive leadership team. If trust is broken at the top, EOS won't fix it.
  • Facilitator dependency. Many companies benefit from an EOS Implementer (external coach), which adds cost.

Best fit

  • 10150 person companies
  • Founder-led, operational dysfunction
  • Teams that can't stay on the same page
  • Companies with recurring issues that never get resolved
  • First real "operating system" for a company that's been running on vibes

Not ideal if

  • You need sophisticated strategic planning
  • You're > 250 people and already have ops infrastructure
  • Your team resists structured methodology

2. Scaling Up (Rockefeller Habits 2.0)

Book: Scaling Up by Verne Harnish

Core principles

Built on four Decisions:

  1. People — Core values, talent management, Topgrading
  2. Strategy — One-Page Strategic Plan (OPSP), 7 Strata of Strategy
  3. Execution — Priorities (rocks), meeting rhythm, critical numbers
  4. Cash — Power of One, Cash Acceleration Strategies (CAS)

Signature tools

  • One-Page Strategic Plan (OPSP): Annual and quarterly goals on one page. More strategic than EOS's V/TO.
  • 7 Strata of Strategy: Competitive positioning, core customer, brand promise, X-factor (10x advantage), profit per X, BHAG, critical numbers.
  • Meeting rhythm: Daily (515 min), weekly, monthly, quarterly, annual — with specific templates.
  • Critical number: One metric that, if improved, fixes everything else.
  • Cash acceleration: CAS system for improving working capital and cash conversion cycle.

Strengths

  • Stronger strategic framework than EOS. The 7 strata and OPSP force real strategic thinking.
  • Cash focus. Unique among frameworks — explicitly addresses cash flow management.
  • Scales further. Better suited for 1001000 person companies than EOS.
  • Works for ambitious growth companies. Designed for companies that want to scale significantly.

Limitations

  • More complex than EOS. Harder to DIY. Benefits heavily from a certified Scaling Up coach.
  • Overwhelming at first. The full framework has many components. Teams often implement partially.
  • Less prescriptive on meetings. EOS's L10 is very specific. Scaling Up's meeting rhythm requires more customization.

Best fit

  • Series A to Series C companies
  • Companies with strong growth ambition
  • Leadership teams that want strategic rigor, not just operational clarity
  • Companies already past initial chaos, ready for more sophisticated frameworks

Not ideal if

  • You're pre-product-market-fit
  • You need quick operational wins
  • Your team doesn't have the bandwidth for the learning curve

3. OKR-Native (Google Style)

Books: Measure What Matters by John Doerr; Radical Focus by Christina Wodtke

Core principles

OKRs = Objectives + Key Results

  • Objectives: Qualitative, inspiring direction. "What are we trying to achieve?"
  • Key Results: Quantitative, measurable outcomes. "How will we know we achieved it?"
  • Not tasks. KRs measure outcomes, not activities.

Cascade: Company OKRs → Department OKRs → Team OKRs → Individual OKRs

Cadence: Quarterly OKR cycles. Weekly check-ins. Annual reflection.

Scoring: 0.01.0. Target is 0.7. Consistently hitting 1.0 = OKRs aren't ambitious enough.

Strengths

  • Aligns the whole company. When done well, every team can trace their work to company-level objectives.
  • Encourages ambition. Moonshot OKRs are explicit. "Roofshot" vs "moonshot" OKRs.
  • Widely understood in tech. Many hires will already know OKRs.
  • No framework cost. No implementer required. Tooling is free or cheap (Linear, Notion, Lattice).

Limitations

  • Hard to do well. Most companies run "OKR theater" — tasks dressed up as key results.
  • Missing the HOW. OKRs define what to achieve but not how to operate. You still need meeting rhythm, accountability structure, and issue resolution.
  • Misalignment risk. If not cascaded properly, teams run disconnected OKRs that feel like alignment but aren't.
  • No operational backbone. OKRs are a goal-setting system, not a full operating system.

Best fit

  • Tech companies with strong product/engineering culture
  • Companies where hypothesis-driven work is already the norm
  • Organizations that value autonomy and bottom-up goal setting
  • As the goal-setting layer inside a broader operating system

Not ideal if

  • Teams lack discipline to hold each other accountable
  • You need more than just goal alignment (issue resolution, meeting structure)
  • Leaders don't model OKR behavior themselves

4. Holacracy

Book: Holacracy by Brian Robertson

Core principles

Holacracy replaces the traditional management hierarchy with a system of distributed authority.

  • Circles: Semi-autonomous units with defined purposes (like teams, but self-governing)
  • Roles: People fill roles (not job descriptions). One person can hold multiple roles in different circles.
  • Governance meetings: Roles and accountabilities are defined and evolved by the circle, not management
  • Tactical meetings: Operational coordination within circles
  • The Constitution: A legal document that all members ratify, replacing traditional management authority

Strengths

  • Maximum autonomy. People closest to the work define how it gets done.
  • Removes management as a bottleneck. Decisions happen at the circle level.
  • Adapts to complexity. Circle structure evolves organically as the work changes.

Limitations

  • Enormous learning curve. 24 years to full adoption. Many companies abandon it.
  • High meeting overhead. Governance meetings add significant time.
  • Doesn't eliminate politics. Just moves them to governance meetings.
  • Requires full commitment. Partial Holacracy doesn't work. You either do it or you don't.
  • Not for crisis mode. When speed matters, distributed governance slows you down.

When it works

  • Organizations with deep belief in autonomy and self-management
  • Non-profit or mission-driven organizations where consensus matters
  • Companies with patient leadership willing to invest years in implementation

When it doesn't work

  • Startups needing speed and clarity
  • Companies with strong founder personalities who struggle to relinquish control
  • Organizations that need to move fast or course-correct frequently

5. Custom Hybrid

When to build a hybrid

None of the above frameworks fits perfectly because:

  • EOS lacks strategic depth
  • Scaling Up is complex to implement
  • OKRs don't provide operational backbone
  • Holacracy is too slow to implement

The solution: take the best components of each.

Common hybrid patterns

EOS backbone + OKR goal-setting:

  • EOS provides: accountability chart, L10 meeting, IDS, meeting pulse
  • OKRs provide: goal-setting with ambition, cascade, and alignment checks
  • Works well for: tech companies that want operational rigor with flexibility

Scaling Up strategy + EOS execution:

  • Scaling Up provides: OPSP, 7 strata, cash management
  • EOS provides: L10, rocks, IDS
  • Works well for: ambitious growth companies that want both strategy and execution discipline

OKRs + custom meeting rhythm:

  • OKRs provide: goal cascade
  • Custom meetings: weekly team syncs, monthly department reviews, quarterly all-hands
  • Works well for: companies that already have strong culture but need goal alignment

Hybrid design principles

  1. Pick one goal-setting system. Don't mix OKRs and Rocks — they're both 90-day priority systems and will create confusion.
  2. Be explicit about what you're taking from where. "We use EOS for meetings and Scaling Up for strategy" is a clear hybrid. "We do a bit of everything" is chaos.
  3. Document your version. Your operating system should have a name and a one-page description of what it includes.
  4. Evolve intentionally. Change one component at a time. Don't overhaul the whole system when one part isn't working.

Framework Selection Decision Tree

Is your company < 50 people and in operational chaos?
  YES → Start with EOS. It's the simplest path to order.
  NO → Continue.

Does strategic positioning and cash flow need significant work?
  YES → Consider Scaling Up.
  NO → Continue.

Is your company tech-native with strong product/engineering culture?
  YES → OKR-native with a custom meeting rhythm.
  NO → Continue.

Do you have 2+ years and full leadership commitment to radical organizational change?
  YES → Consider Holacracy (with caution).
  NO → Build a custom hybrid from EOS + OKRs.