skills/wshobson/agents/startup-financial-modeling

startup-financial-modeling

SKILL.md

Startup Financial Modeling

Build comprehensive 3-5 year financial models with revenue projections, cost structures, cash flow analysis, and scenario planning for early-stage startups.

Overview

Financial modeling provides the quantitative foundation for startup strategy, fundraising, and operational planning. Create realistic projections using cohort-based revenue modeling, detailed cost structures, and scenario analysis to support decision-making and investor presentations.

Core Components

Revenue Model

Cohort-Based Projections: Build revenue from customer acquisition and retention by cohort.

Formula:

MRR = Σ (Cohort Size × Retention Rate × ARPU)
ARR = MRR × 12

Key Inputs:

  • Monthly new customer acquisitions
  • Customer retention rates by month
  • Average revenue per user (ARPU)
  • Pricing and packaging assumptions
  • Expansion revenue (upsells, cross-sells)

Cost Structure

Operating Expenses Categories:

  1. Cost of Goods Sold (COGS)

    • Hosting and infrastructure
    • Payment processing fees
    • Customer support (variable portion)
    • Third-party services per customer
  2. Sales & Marketing (S&M)

    • Customer acquisition cost (CAC)
    • Marketing programs and advertising
    • Sales team compensation
    • Marketing tools and software
  3. Research & Development (R&D)

    • Engineering team compensation
    • Product management
    • Design and UX
    • Development tools and infrastructure
  4. General & Administrative (G&A)

    • Executive team
    • Finance, legal, HR
    • Office and facilities
    • Insurance and compliance

Cash Flow Analysis

Components:

  • Beginning cash balance
  • Cash inflows (revenue, fundraising)
  • Cash outflows (operating expenses, CapEx)
  • Ending cash balance
  • Monthly burn rate
  • Runway (months of cash remaining)

Formula:

Runway = Current Cash Balance / Monthly Burn Rate
Monthly Burn = Monthly Revenue - Monthly Expenses

Headcount Planning

Role-Based Hiring Plan: Track headcount by department and role.

Key Metrics:

  • Fully-loaded cost per employee
  • Revenue per employee
  • Headcount by department (% of total)

Typical Ratios (Early-Stage SaaS):

  • Engineering: 40-50%
  • Sales & Marketing: 25-35%
  • G&A: 10-15%
  • Customer Success: 5-10%

Financial Model Structure

Three-Scenario Framework

Conservative Scenario (P10):

  • Slower customer acquisition
  • Lower pricing or conversion
  • Higher churn rates
  • Extended sales cycles
  • Used for cash management

Base Scenario (P50):

  • Most likely outcomes
  • Realistic assumptions
  • Primary planning scenario
  • Used for board reporting

Optimistic Scenario (P90):

  • Faster growth
  • Better unit economics
  • Lower churn
  • Used for upside planning

Time Horizon

Detailed Projections: 3 Years

  • Monthly detail for Year 1
  • Monthly detail for Year 2
  • Quarterly detail for Year 3

High-Level Projections: Years 4-5

  • Annual projections
  • Key metrics only
  • Support long-term planning

Step-by-Step Process

Step 1: Define Business Model

Clarify revenue model and pricing.

SaaS Model:

  • Subscription pricing tiers
  • Annual vs. monthly contracts
  • Free trial or freemium approach
  • Expansion revenue strategy

Marketplace Model:

  • GMV projections
  • Take rate (% of transactions)
  • Buyer and seller economics
  • Transaction frequency

Transactional Model:

  • Transaction volume
  • Revenue per transaction
  • Frequency and seasonality

Step 2: Build Revenue Projections

Use cohort-based methodology for accuracy.

Monthly Customer Acquisition: Define new customers acquired each month.

Retention Curve: Model customer retention over time.

Typical SaaS Retention:

  • Month 1: 100%
  • Month 3: 90%
  • Month 6: 85%
  • Month 12: 75%
  • Month 24: 70%

Revenue Calculation: For each cohort, calculate retained customers × ARPU for each month.

Step 3: Model Cost Structure

Break down costs by category and behavior.

Fixed vs. Variable:

  • Fixed: Salaries, software, rent
  • Variable: Hosting, payment processing, support

Scaling Assumptions:

  • COGS as % of revenue
  • S&M as % of revenue (CAC payback)
  • R&D growth rate
  • G&A as % of total expenses

Step 4: Create Hiring Plan

Model headcount growth by role and department.

Inputs:

  • Starting headcount
  • Hiring velocity by role
  • Fully-loaded compensation by role
  • Benefits and taxes (typically 1.3-1.4x salary)

Example:

Engineer: $150K salary × 1.35 = $202K fully-loaded
Sales Rep: $100K OTE × 1.30 = $130K fully-loaded

Step 5: Project Cash Flow

Calculate monthly cash position and runway.

Monthly Cash Flow:

Beginning Cash
+ Revenue Collected (consider payment terms)
- Operating Expenses Paid
- CapEx
= Ending Cash

Runway Calculation:

If Ending Cash < 0:
  Funding Need = Negative Cash Balance
  Runway = 0
Else:
  Runway = Ending Cash / Average Monthly Burn

Step 6: Calculate Key Metrics

Track metrics that matter for stage.

Revenue Metrics:

  • MRR / ARR
  • Growth rate (MoM, YoY)
  • Revenue by segment or cohort

Unit Economics:

  • CAC (Customer Acquisition Cost)
  • LTV (Lifetime Value)
  • CAC Payback Period
  • LTV / CAC Ratio

Efficiency Metrics:

  • Burn multiple (Net Burn / Net New ARR)
  • Magic number (Net New ARR / S&M Spend)
  • Rule of 40 (Growth % + Profit Margin %)

Cash Metrics:

  • Monthly burn rate
  • Runway (months)
  • Cash efficiency

Step 7: Scenario Analysis

Create three scenarios with different assumptions.

Variable Assumptions:

  • Customer acquisition rate (±30%)
  • Churn rate (±20%)
  • Average contract value (±15%)
  • CAC (±25%)

Fixed Assumptions:

  • Pricing structure
  • Core operating expenses
  • Hiring plan (adjust timing, not roles)

Business Model Templates

SaaS Financial Model

Revenue Drivers:

  • New MRR (customers × ARPU)
  • Expansion MRR (upsells)
  • Contraction MRR (downgrades)
  • Churned MRR (lost customers)

Key Ratios:

  • Gross margin: 75-85%
  • S&M as % revenue: 40-60% (early stage)
  • CAC payback: < 12 months
  • Net retention: 100-120%

Example Projection:

Year 1: $500K ARR, 50 customers, $100K MRR by Dec
Year 2: $2.5M ARR, 200 customers, $208K MRR by Dec
Year 3: $8M ARR, 600 customers, $667K MRR by Dec

Marketplace Financial Model

Revenue Drivers:

  • GMV (Gross Merchandise Value)
  • Take rate (% of GMV)
  • Net revenue = GMV × Take rate

Key Ratios:

  • Take rate: 10-30% depending on category
  • CAC for buyers vs. sellers
  • Contribution margin: 60-70%

Example Projection:

Year 1: $5M GMV, 15% take rate = $750K revenue
Year 2: $20M GMV, 15% take rate = $3M revenue
Year 3: $60M GMV, 15% take rate = $9M revenue

E-Commerce Financial Model

Revenue Drivers:

  • Traffic (visitors)
  • Conversion rate
  • Average order value (AOV)
  • Purchase frequency

Key Ratios:

  • Gross margin: 40-60%
  • Contribution margin: 20-35%
  • CAC payback: 3-6 months

Services / Agency Financial Model

Revenue Drivers:

  • Billable hours or projects
  • Hourly rate or project fee
  • Utilization rate
  • Team capacity

Key Ratios:

  • Gross margin: 50-70%
  • Utilization: 70-85%
  • Revenue per employee

Fundraising Integration

Funding Scenario Modeling

Pre-Money Valuation: Based on metrics and comparables.

Dilution:

Post-Money = Pre-Money + Investment
Dilution % = Investment / Post-Money

Use of Funds: Allocate funding to extend runway and achieve milestones.

Example:

Raise: $5M at $20M pre-money
Post-Money: $25M
Dilution: 20%

Use of Funds:
- Product Development: $2M (40%)
- Sales & Marketing: $2M (40%)
- G&A and Operations: $0.5M (10%)
- Working Capital: $0.5M (10%)

Milestone-Based Planning

Identify Key Milestones:

  • Product launch
  • First $1M ARR
  • Break-even on CAC
  • Series A fundraise

Funding Amount: Ensure runway to achieve next milestone + 6 months buffer.

Common Pitfalls

Pitfall 1: Overly Optimistic Revenue

  • New startups rarely hit aggressive projections
  • Use conservative customer acquisition assumptions
  • Model realistic churn rates

Pitfall 2: Underestimating Costs

  • Add 20% buffer to expense estimates
  • Include fully-loaded compensation
  • Account for software and tools

Pitfall 3: Ignoring Cash Flow Timing

  • Revenue ≠ cash (payment terms)
  • Expenses paid before revenue collected
  • Model cash conversion carefully

Pitfall 4: Static Headcount

  • Hiring takes time (3-6 months to fill roles)
  • Ramp time for productivity (3-6 months)
  • Account for attrition (10-15% annually)

Pitfall 5: Not Scenario Planning

  • Single scenario is never accurate
  • Always model conservative case
  • Plan for what you'll do if base case fails

Model Validation

Sanity Checks:

  • Revenue growth rate is achievable (3x in Year 2, 2x in Year 3)
  • Unit economics are realistic (LTV/CAC > 3, payback < 18 months)
  • Burn multiple is reasonable (< 2.0 in Year 2-3)
  • Headcount scales with revenue (revenue per employee growing)
  • Gross margin is appropriate for business model
  • S&M spending aligns with CAC and growth targets

Benchmark Against Peers: Compare key metrics to similar companies at similar stage.

Investor Feedback: Share model with advisors or investors for feedback on assumptions.

Additional Resources

Reference Files

For detailed model structures and advanced techniques:

  • references/model-templates.md - Complete financial model templates by business model
  • references/unit-economics.md - Deep dive on CAC, LTV, payback, and efficiency metrics
  • references/fundraising-scenarios.md - Modeling funding rounds and dilution

Example Files

Working financial models with formulas:

  • examples/saas-financial-model.md - Complete 3-year SaaS model with cohort analysis
  • examples/marketplace-model.md - Marketplace GMV and take rate projections
  • examples/scenario-analysis.md - Three-scenario framework with sensitivities

Quick Start

To create a startup financial model:

  1. Define business model - Revenue drivers and pricing
  2. Project revenue - Cohort-based with retention
  3. Model costs - COGS, S&M, R&D, G&A by month
  4. Plan headcount - Hiring by role and department
  5. Calculate cash flow - Revenue - expenses = burn/runway
  6. Compute metrics - CAC, LTV, burn multiple, runway
  7. Create scenarios - Conservative, base, optimistic
  8. Validate assumptions - Sanity check and benchmark
  9. Integrate fundraising - Model funding rounds and milestones

For complete templates and formulas, reference the references/ and examples/ files.

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