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CEO Assistant v2.0

Claude Code (recommended)

/plugin marketplace add sacredvoid/ceo-assistant

Built with Claude Code MIT License GitHub Pages

Your AI chief of staff for building and running a startup. CEO Assistant gives you 28 commands covering every stage from finding your community to fundraising, with real industry benchmarks, 14 financial calculators, and validated frameworks from YC, Sequoia, Bessemer, and a16z. Whether you're validating an idea against a 15-criteria scoring rubric, building your first MVP, or generating pitch decks with live market research, you get grounded outputs built on 200+ scraped sources and 13 industry verticals -- not generic advice.

New in v2.0 - The Minimalist Entrepreneur Playbook:

  • 9 new commands from Sahil Lavingia's The Minimalist Entrepreneur, covering the full journey from community to sustainable growth.
  • Find your community (/ceo-community) - identify communities you already belong to and evaluate which ones to serve.
  • Processize before you productize (/ceo-processize) - turn any idea into a manual process you can start delivering today, before writing a line of code.
  • Build your MVP (/ceo-mvp) - the three-stage path: manual, processized, productized. Ship in a weekend.
  • First 100 customers (/ceo-first-customers) - the concentric circles strategy: friends, community, strangers. Manual sales first.
  • Pricing strategy (/ceo-pricing) - cost-based vs value-based, the zero price effect, the math of financial independence.
  • Marketing plan (/ceo-marketing) - content-first marketing through three levels: educate, inspire, entertain.
  • Grow sustainably (/ceo-grow) - profitability as a superpower. Spend less than you make. Infinite runway.
  • Company values (/ceo-values) - define culture before hiring. Values as stories, not slogans.
  • Minimalist review (/ceo-review) - gut-check any decision against 8 minimalist principles.

v1.0 - The Analytical Toolkit (19 commands): Full validation with live market research, 14 financial calculators, competitive analysis, pitch decks, board updates, OKRs, hiring plans, legal checklists, and 12 decision frameworks. Built by scraping 200+ pages from IdeaProof.io, Carta, Bessemer, a16z, First Page Sage, and YC.

The combination: v1 tells you whether your idea is viable with data. v2 tells you how to actually build it with discipline. Use /ceo-validate to score your idea, then /ceo-processize to start delivering value by hand, then /ceo-first-customers to sell your way to product-market fit.

Installation

Claude Code Plugin (recommended)

/plugin marketplace add sacredvoid/ceo-assistant

Manual Install

git clone https://github.com/sacredvoid/ceo-assistant.git
cp ceo-assistant/commands/*.md ~/.claude/commands/

Then type /ceo-validate in Claude Code to validate your first idea.

Usage

/ceo-validate [describe your idea]
/ceo-processize [describe your product]
/ceo-first-customers

Use it for:

  • Idea validation - "Score my SaaS idea for restaurant inventory management"
  • Manual-first process - "How do I deliver this by hand before building software?"
  • First customers - "Create my outreach plan for the first 100 customers"
  • Financial modeling - "Calculate my runway, CAC, and break-even"
  • Pitch decks - "Generate a Sequoia-format pitch deck with live research"
  • Competitive analysis - "Who are my competitors and how do they compare?"
  • Decision making - "Should I raise funding or bootstrap? Review this through the minimalist lens."

What It Does

  1. Validates - Scores ideas against a 15-criteria weighted rubric with live market research, tar pit detection, and industry benchmarks
  2. Plans - Generates lean canvases, go-to-market strategies, financial projections, and pitch decks
  3. Executes - Walks you through manual-first processes, first customer outreach, pricing, and marketing
  4. Operates - Tracks metrics, generates board updates, runs OKRs, and supports CEO-level decision making

Example: Validate a SaaS Idea

Command: /ceo-validate AI-powered inventory management for independent restaurants

Output:

Viability Score: 72/100 - Moderate

Category Weight Score Weighted
Market Timing 12% 8/10 9.6
Market Size 10% 7/10 7.0
Problem Severity 10% 8/10 8.0
Competition 8% 5/10 4.0
... (15 criteria total)

Tar Pit Check: NOT a tar pit. Restaurant tech has historically been difficult (high churn, low willingness to pay), but AI-driven waste reduction is a genuine cost-saving proposition with measurable ROI, unlike "discovery" or "reservation" plays.

Competitors Found: MarketMan ($200/mo, Series A), BlueCart (acquired by US Foods), Lightspeed inventory module (bundled). Gap: none are AI-native for demand forecasting.

GO/NO-GO: CONDITIONAL GO - Strong problem severity and timing, but crowded market requires clear AI differentiation. Validate with 10 restaurant owner interviews first.

Three parallel agents ran live research on market size, competitors, and trends. The scoring rubric weighs 15 criteria across Market (42%), Competitive (16%), Financial (18%), Execution (12%), and Risk (12%) dimensions.


Example: Processize Before Building

Command: /ceo-processize meal prep delivery service for busy parents

Output:

One-sentence description: You plan a week of kid-friendly meals, shop the ingredients, prep everything on Sunday, and deliver portioned containers to families by Monday morning.

The Magic Piece of Paper:

  1. Trigger: Customer fills out a Google Form with family size, allergies, and preferences
  2. Plan meals - Select 5 dinners from your tested recipe bank (30 min)
  3. Generate shopping list - Map ingredients to quantities for all families (15 min)
  4. Shop - Buy everything at one grocery run (90 min for 5 families)
  5. Prep - Cook and portion into labeled containers (4 hours for 5 families)
  6. Deliver - Drop off Monday morning with reheating instructions (60 min for 5 families)

Time per customer: ~75 min at 5 families/batch

Initial price: $149/week per family (5 dinners, 4 servings each)

First 3 people to deliver to this week:

  1. Your neighbor with three kids who always complains about dinner
  2. The parent from school pickup who mentioned hating meal planning
  3. Post in your local parents' Facebook group

First thing to automate (not now): The shopping list generation - it's the most repetitive step

This shows the manual-first approach from The Minimalist Entrepreneur. No app, no code, no landing page. Just a Google Form, a grocery run, and a Sunday afternoon.


Example: Financial Calculator

Command: /ceo-calc runway for my startup - $500K raised, $45K monthly burn, $12K monthly revenue

Output:

Runway Calculation

Metric Value Health
Cash on hand $500,000
Monthly burn (gross) $45,000
Monthly revenue $12,000
Net monthly burn $33,000
Runway 15.2 months Healthy (>12mo)

Benchmarks (Seed Stage):

  • Median seed burn: $50-80K/mo (you're below - good)
  • Target runway post-raise: 18-24 months (you're at 15 - watch it)
  • Default alive test: Revenue growing >15% MoM needed to reach profitability before cash runs out

Recommendation: At current trajectory, start fundraising conversations at month 9 (6 months before zero). If revenue grows 20% MoM, you hit profitability at month 11.

14 calculators available: ROI, TAM/SAM/SOM, Startup Costs, Funding, Break-Even, Runway, Valuation, CAC, LTV, Equity Dilution, Magic Number, Burn Multiple, SaaS Quick Ratio, Rule of X.


Example: Minimalist Review

Command: /ceo-review Should I raise a $2M seed round? We have 80 paying customers at $49/mo.

Output:

Recommendation: Don't raise. Not yet.

The minimalist version: You have 80 customers at $49/mo = $3,920 MRR. You're close to ramen profitability. Raising $2M now means giving up 15-20% equity when you haven't proven you can get to 200 customers organically.

Principle Assessment
Community first You have a community (80 customers). Stay close to them.
Build as little as possible Are you building features they asked for, or features you think VCs want?
Sell before you scale 80 customers is good. 200 is better. Can you get there with manual sales?
Profitability is the goal At $49/mo and 200 customers = $9,800 MRR. Is that enough?
Reversible? Raising is irreversible. Dilution is permanent.

Biggest risk: Raising too early locks you into a growth trajectory that may not match your market's natural pace. Gumroad grew 15% in 2017, 25% in 2018, 40% in 2019 - patience paid off.

Try this week: Email your 80 customers and ask why they signed up. The answers will tell you whether to raise or sell your way to 200.

This combines v1's analytical framework with v2's minimalist principles, giving you both the data-driven and philosophy-driven perspective.


The 28 Commands

The Minimalist Entrepreneur Playbook (v2.0)

Command What It Does
/ceo-community Find your community - the foundation of a minimalist business
/ceo-values Define company values and culture before hiring
/ceo-processize Turn an idea into a manual-first process you deliver today
/ceo-mvp Build your MVP: manual, processized, then productized
/ceo-first-customers Strategy for selling to your first 100 customers
/ceo-pricing Pricing strategy: cost-based vs value-based, zero price effect
/ceo-marketing Content marketing plan: educate, inspire, entertain
/ceo-grow Sustainable growth - profitability as a superpower
/ceo-review Gut-check any decision against 8 minimalist principles

The Analytical Toolkit (v1.0)

Command What It Does Output
/ceo-validate Full validation with parallel research agents + 15-criteria scoring Validation report with viability score, competitors, market data
/ceo-score Quick viability scoring (no live research) Score card with per-criterion breakdown
/ceo-calc 14 financial calculators with benchmarks Calculations with health indicators
/ceo-spreadsheet Generate .xlsx financial models Actual Excel file
/ceo-pitch-deck Sequoia-format pitch deck with live research 12-slide deck content
/ceo-presentation Cinematic HTML presentations Self-contained .html file
/ceo-compete Competitive analysis with live web scraping Feature matrix, pricing comparison, positioning map
/ceo-market-size TAM/SAM/SOM with top-down + bottom-up research Market sizing with sources
/ceo-lean-canvas 1-page Lean Canvas (9 blocks) Formatted canvas
/ceo-gtm Go-to-market strategy with channel analysis GTM plan with 90-day timeline
/ceo-fundraise Round sizing, valuation, investor targeting Fundraising plan with dilution model
/ceo-board-update Monthly investor update email Copy-paste ready email
/ceo-okrs Quarterly OKRs with EOS Rocks Formatted OKRs with scoring guide
/ceo-metrics Track metrics over time with persistence Dashboard with trends and alerts
/ceo-persona Customer persona with live research Persona cards
/ceo-interview Mom Test customer discovery scripts Interview script + analysis framework
/ceo-hiring Hiring plans, JDs, interview scorecards Role-specific documents
/ceo-legal Stage-appropriate legal checklists Prioritized checklist with costs
/ceo-decision Decision frameworks (Type 1/2, Pre-Mortem, RAPID) Structured decision analysis

How It Works

Two Knowledge Bases

The Analytical Engine (v1) encodes hard data: 15-criteria scoring rubrics, 14 financial calculators with real formulas, benchmarks for 13 industry verticals (CAC, LTV, churn, time-to-PMF), and 12 decision frameworks from Bezos, Munger, Grove, and Bain. When you run /ceo-validate, three parallel agents hit the web simultaneously for market size, competitors, and trends, then score everything against the rubric.

The Minimalist Playbook (v2) encodes Sahil Lavingia's philosophy from building Gumroad: start with community, processize before you productize, sell manually to your first 100 customers, charge from day one, grow at the speed of your customers, and treat profitability as a superpower. These commands walk you through each stage with specific outputs (outreach lists, pricing math, the "magic piece of paper" process doc).

The Suggested Workflow

/ceo-community         Find your people
    |
/ceo-validate          Score the idea (live research + 15-criteria rubric)
    |
/ceo-processize        Design the manual version
    |
/ceo-first-customers   Sell to 100 people by hand
    |
/ceo-pricing           Set your price (cost-based or value-based)
    |
/ceo-mvp               Build only what you've proven manually
    |
/ceo-marketing         Scale with content, not ads
    |
/ceo-grow              Stay profitable, grow sustainably
    |
/ceo-fundraise         Raise only if you must (and from a position of strength)

Data Sources

Built by scraping and synthesizing 200+ web pages:

  • IdeaProof.io (63 pages) - Validation frameworks, industry benchmarks, calculators
  • Carta State of Startups 2025 - Funding round sizes, valuations, dilution data
  • Bessemer Cloud 100 2025 - Rule of X, growth benchmarks, efficiency scores
  • a16z Growth Metrics Guide - Percentile benchmarks, network effects, AI retention
  • First Page Sage / Phoenix Strategy Group - CAC by channel (2026 data)
  • YC Startup School - Tar pit detection, 10-5-20 pricing, interview frameworks
  • Sequoia - Arc PMF framework, pitch deck structure, crucible moments
  • The Minimalist Entrepreneur (Sahil Lavingia) - Community-first building, processizing, sustainable growth
  • SaaStr, Lenny's Newsletter, Kyle Poyar / OpenView - SaaS benchmarks, pricing evolution

Industry Benchmarks

Real data for 13 verticals. Updated March 2026.

Industry Success Rate CAC Range LTV Range Time to PMF
SaaS B2B 62% $200-500 $1.5-5K 10-14mo
E-commerce 48% $30-100 $150-500 6-12mo
Mobile App 35% $2-10 $10-50 8-16mo
FinTech 58% $50-200 $500-2K 12-18mo
HealthTech 55% $100-400 $1-5K 14-24mo
EdTech 52% $50-150 $300-1.5K 10-16mo
Marketplace 42% $20-80 $200-800 12-24mo
FoodTech 38% $15-50 $100-400 8-14mo
AI/ML ~45% $50-500 $500-5K 8-18mo
PropTech ~40% $200-10K varies 6-24mo
TravelTech ~35% $30-2K varies 6-18mo
GameTech ~20% $2-30 $10-50 6-18mo

Plus detailed sub-benchmarks (churn rates, retention, funding stages, failure modes) for each.


Financial Calculators

14 calculators with real formulas and industry benchmarks:

Calculator Key Formula
ROI ((Returns - Investment) / Investment) x 100
TAM/SAM/SOM Customers x Annual Spend (bottom-up)
Startup Costs Legal + Tech + Marketing + Salaries + Buffer
Funding (Monthly Burn x Runway Target) x 1.25
Break-Even Fixed Costs / (Price - Variable Cost)
Runway Cash / Net Monthly Burn
Valuation Revenue x Multiple (by stage and type)
CAC Total S&M Spend / New Customers
LTV ARPU x Gross Margin x (1 / Churn Rate)
Equity Dilution Investment / Post-Money Valuation
Magic Number Net New ARR This Q / S&M Spend Last Q
Burn Multiple Net Burn / Net New ARR
SaaS Quick Ratio (New + Expansion MRR) / (Churned + Contraction)
Rule of X Growth Rate + (2.3 x FCF Margin)

Decision Frameworks

12 frameworks for CEO-level decision making:

Framework When to Use
Bezos Type 1/Type 2 Every decision - classify before deliberating
Pre-Mortem (Gary Klein) Before any major initiative
Inversion (Munger) Strategy sessions, annual planning
RAPID (Bain) When decisions stall at 10+ person teams
Disagree and Commit When the team is split
Second-Order Thinking Pricing, competitive strategy, policy changes
Working Backwards (Amazon) Before building any new product/feature
Wartime/Peacetime CEO Matching leadership to company state
Pivot vs Persevere Quarterly decision point
ICE/RICE/Weighted Scoring Product prioritization
Task-Relevant Maturity (Grove) Calibrating delegation level
Regret Minimization (Bezos) Career/company-defining forks

What's Inside

ceo-assistant/
├── SKILL.md                              Meta-skill with command router
├── commands/                             28 slash command workflows
│   ├── ceo-validate.md                   Full validation with live research
│   ├── ceo-community.md                  Find your community (new)
│   ├── ceo-processize.md                 Manual-first process design (new)
│   ├── ceo-mvp.md                        Build your MVP (new)
│   ├── ceo-first-customers.md            First 100 customers strategy (new)
│   ├── ceo-pricing.md                    Pricing strategy (new)
│   ├── ceo-marketing.md                  Content marketing plan (new)
│   ├── ceo-grow.md                       Sustainable growth (new)
│   ├── ceo-values.md                     Company values & culture (new)
│   ├── ceo-review.md                     Minimalist decision review (new)
│   ├── ceo-score.md                      Quick 15-criteria scoring
│   ├── ceo-calc.md                       14 financial calculators
│   ├── ceo-compete.md                    Competitive analysis
│   └── ... (15 more)
├── docs/
│   ├── financial-calculators.md          14 calculators with formulas + benchmarks
│   ├── validation-frameworks.md          Complete validation methodology
│   ├── validation-scoring-rubric.md      15-criteria weighted scoring rubric
│   ├── business-templates.md             15 templates (pitch deck, lean canvas, etc.)
│   ├── industry-benchmarks.md            13 industries with CAC, LTV, PMF data
│   ├── decision-frameworks.md            12 decision frameworks
│   ├── ceo-operating-system.md           CEO cadences, 1-on-1s, board prep
│   └── startup-glossary.md               82+ terms with benchmarks
├── research/
│   ├── v3-research-findings.md           Latest research compilation (10K+ words)
│   ├── skills-landscape.md               Ecosystem survey of existing skills
│   ├── ceo-capability-map.md             10 CEO domains mapped
│   └── financial-models-deep-dive.md     SaaS metrics, valuations, cap tables
├── examples/
│   ├── validation-report.md              Example /ceo-validate output
│   └── financial-calc.md                 Example /ceo-calc output
└── index.html                            GitHub Pages landing page

Complementary Skills

Skill What It Adds
wondelai/skills 24 book-based frameworks (Lean Startup, Mom Test, Blue Ocean, EOS, $100M Offers, etc.)
garrytan/gstack YC CEO's toolkit - plan review, office hours, shipping, security
slavingia/skills The original Minimalist Entrepreneur skills (v2 commands were adapted from this)
Agent GTM Skills 18 go-to-market playbooks with current benchmarks

Contributing

PRs welcome. Especially:

  • Updated benchmark data (cite your sources)
  • New command workflows
  • Industry-specific validation criteria
  • Corrections to formulas or benchmarks

License

MIT - Use it however you want.


28 commands. 60K+ words of frameworks. 14 calculators. 13 industries. From community to IPO.

Built by sacredvoid | Powered by Claude Code

About

AI chief of staff for startup founders. 19 Claude Code commands for idea validation, financial modeling, pitch decks, competitive analysis, and CEO operations. 60K+ words of frameworks from YC, Sequoia, Bessemer, a16z.

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