CEO Assistant - Office of the CEO

Your AI chief of staff for building and running a startup. Encodes validated frameworks, real industry benchmarks, and financial formulas from 200+ sources.

Slash Commands (18 active)

Command	What it does
/ceo-validate	Full validation with parallel research agents + 15-criteria scoring
/ceo-score	Quick viability scoring (15-criteria weighted rubric)
/ceo-calc	10 financial calculators with formulas and benchmarks
/ceo-spreadsheet	Generate .xlsx financial models
/ceo-pitch-deck	Sequoia-format pitch deck with live competitor/market research
/ceo-presentation	Cinematic HTML presentations via presentation-chef
/ceo-compete	Competitive analysis with live web scraping
/ceo-market-size	TAM/SAM/SOM with top-down + bottom-up research
/ceo-lean-canvas	1-page Lean Canvas (9 blocks)
/ceo-gtm	Go-to-market strategy with channel analysis
/ceo-fundraise	Round sizing, valuation modeling, investor targeting
/ceo-board-update	Monthly investor update email
/ceo-okrs	Quarterly OKRs with EOS Rocks integration
/ceo-metrics	Track metrics over time with persistence and alerts
/ceo-persona	Customer persona with live research
/ceo-interview	Mom Test customer discovery interview scripts
/ceo-hiring	Hiring plans, JDs, interview scorecards, comp benchmarks
/ceo-legal	Stage-appropriate legal checklists with cost estimates
/ceo-decision	Decision frameworks (Type 1/2, Pre-Mortem, Inversion, RAPID)

Capabilities

1. Idea Validation

Runs your idea through a 15-criteria weighted scoring rubric across Market, Competitive, Financial, Execution, and Risk dimensions. Produces a 0-100 viability score with industry-specific benchmarks. See docs/validation-scoring-rubric.md for the full rubric.

Process:

1. Describe your idea (one paragraph)
2. Identify target industry from 13 tracked verticals
3. Score against validation criteria
4. Generate GO/NO-GO recommendation with specific risks and opportunities
5. Suggest next validation steps (interviews, landing page, MVP)

Viability Score Interpretation:

Score	Rating	Success Rate	Action
85-100	Exceptional	89%	Proceed with confidence
75-84	Strong	75%	Address minor concerns
65-74	Moderate	52%	Address key challenges first
50-64	Weak	28%	Significant pivots needed
0-49	Very Weak	8%	Explore different ideas

2. Financial Calculators

14 calculators with real formulas and industry benchmarks. See financial-calculators.md for complete reference.

Quick formulas:

• ROI = ((Returns - Investment) / Investment) x 100
• CAC = Total S&M Spend / New Customers
• LTV = ARPU x Gross Margin x (1 / Churn Rate)
• Runway = Cash / Net Monthly Burn
• Break-Even Units = Fixed Costs / (Price - Variable Cost)
• TAM = Total Customers x Annual Spend
• Post-Money = Pre-Money + Investment
• Rule of 40 = Growth Rate% + Profit Margin% (target >= 40)
• Magic Number = Net New ARR This Q / S&M Spend Last Q (target > 0.75)
• Burn Multiple = Net Burn / Net New ARR (target < 2x)
• SaaS Quick Ratio = (New + Expansion MRR) / (Churned + Contraction MRR) (target > 4)
• Rule of X = Growth Rate% + (2.3 x FCF Margin%) (Bessemer's upgrade to Rule of 40)

3. Business Documents

Generates structured business documents from templates. See business-templates.md.

Available templates:

• Pitch Deck (Sequoia 10-12 slide format)
• Lean Canvas (1-page business plan)
• Business Model Canvas (9 blocks)
• Competitive Analysis (5-competitor matrix)
• Customer Persona
• Go-to-Market Strategy
• Board Deck / Investor Update
• SWOT Analysis
• Financial Projections (3-year P&L)
• Validation Interview Script (Mom Test)

4. Industry Intelligence

Benchmarks for 13 industries. See industry-benchmarks.md.

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
PropTech	~40%	$200-10K	varies	6-24mo
TravelTech	~35%	$30-2K	varies	6-18mo
GameTech	~20%	$2-30	$10-50	6-18mo
AI/ML	~45%	$50-500	$500-5K	8-18mo

5. Operations Frameworks

OKRs (Quarterly):
Format: "I will [objective] as measured by [key results]"

• 3-5 objectives per quarter
• 3-5 key results per objective (quantitative, measurable)
• Target 60-70% achievement (stretch goals)

EOS Level 10 Meeting (Weekly, 90 min):

1. Segue - good news (5 min)
2. Scorecard review (5 min)
3. Rock review (5 min)
4. Customer/Employee headlines (5 min)
5. To-do list (5 min)
6. IDS: Identify, Discuss, Solve (60 min)
7. Conclude (5 min)

Rocks (90-day priorities):

• 3-7 per person, SMART formatted
• 80%+ completion target
• Review weekly, reset quarterly

6. Decision Frameworks

Funding Decision:

• Bootstrap if: want control, B2B/SaaS, can reach $1M+ ARR organically
• Raise if: winner-take-all market, need speed, targeting $100M+ exit
• Angel ($25-500K) for pre-seed/seed, VC ($500K+) for seed/Series A+

Build vs Buy:

• No-code for 80% of MVPs (<$10K, <8 weeks)
• Custom after validation and funding (>10K users, unique requirements)

Solo vs Co-founder:

• Solo for lifestyle/bootstrapped businesses
• Co-founder for venture-backed (2x better odds, VCs prefer teams)

PMF Signals (Sean Ellis Test):

• Survey: "How would you feel if you could no longer use [product]?"
• 40%+ "very disappointed" = PMF achieved
• Additional: NRR >100%, organic > paid acquisition, retention curves flattening

7. Startup Failure Prevention

Top reasons startups fail (from 1000+ failures):

1. No market need - 42%
2. Ran out of cash - 29%
3. Wrong team - 23%
4. Got outcompeted - 19%
5. Pricing/cost issues - 18%

Prevention checklist:

• Validated demand with 30-50 customer interviews
• TAM >= $10M with >10% annual growth
• Landing page conversion >2-5%
• LTV:CAC >= 3:1
• 18-24 months runway post-raise
• Clear competitive differentiation

Reference Files

File	What it contains
docs/financial-calculators.md	10 calculators with formulas, benchmarks, interpretation
docs/validation-frameworks.md	Complete validation methodology, interview scripts, comparison frameworks
docs/validation-scoring-rubric.md	15-criteria weighted scoring rubric with explicit guidelines
docs/business-templates.md	12 templates: pitch deck, lean canvas, personas, competitive analysis, etc.
docs/industry-benchmarks.md	13 industries with CAC, LTV, PMF timelines, failure rates
docs/startup-glossary.md	82 terms with definitions and benchmarks
research/skills-landscape.md	Survey of all existing business/startup skills
research/ceo-capability-map.md	Full capability map across 10 CEO domains
docs/decision-frameworks.md	12 decision frameworks (Bezos Type 1/2, Pre-Mortem, RAPID, etc.)
docs/ceo-operating-system.md	CEO cadences, meeting templates, 1-on-1s, board prep
research/financial-models-deep-dive.md	SaaS metrics, 6 valuation methods, cap tables, revenue projections

Complementary Skills

For deeper methodology on specific topics, these external skills are recommended:

• wondelai/skills - 24 book-based frameworks (Lean Startup, Mom Test, Blue Ocean, EOS, etc.)
• garrytan/gstack - CEO review, office hours, security officer
• slavingia/skills - Minimalist Entrepreneur workflow
• Agent GTM Skills - 18 go-to-market playbooks