Agent Skills: Investment Memo Generator

Investment memo creation combining financial analysis, document generation, and structured templates. Use when creating investment memos, pitch decks, deal summaries, or investment committee materials.

UncategorizedID: travisjneuman/.claude/investment-memo-generator

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Skill Metadata

Name
investment-memo-generator
Description
Investment memo creation combining financial analysis, document generation, and structured templates. Use when creating investment memos, pitch decks, deal summaries, or investment committee materials.

Investment Memo Generator

Structured frameworks for creating investment memos across VC, growth equity, PE, and public markets.

Investment Memo Structure

Standard Memo Sections

INVESTMENT MEMO OUTLINE:

1. EXECUTIVE SUMMARY (1 page)
   - Company overview (one-liner)
   - Investment thesis (3-5 bullet points)
   - Key terms (valuation, round size, ownership)
   - Recommendation (invest / pass / more diligence)

2. COMPANY OVERVIEW (1-2 pages)
   - History and founding story
   - Business model and revenue streams
   - Product/service description
   - Current stage and key milestones

3. MARKET ANALYSIS (1-2 pages)
   - TAM / SAM / SOM sizing
   - Market dynamics and trends
   - Competitive landscape
   - Regulatory environment

4. INVESTMENT THESIS (1-2 pages)
   - Core thesis pillars (3-5)
   - Differentiation / moat analysis
   - Growth drivers
   - Why now? (timing catalyst)

5. FINANCIAL ANALYSIS (2-3 pages)
   - Historical financials summary
   - Key metrics and unit economics
   - Financial projections (base/bull/bear)
   - Valuation analysis

6. MANAGEMENT TEAM (1 page)
   - Founders and key executives
   - Relevant experience and track record
   - Gaps and hiring plan
   - Reference check highlights

7. RISKS AND MITIGANTS (1 page)
   - Key risks ranked by severity
   - Mitigating factors for each risk
   - Deal-breaker thresholds

8. TERMS AND STRUCTURE (0.5-1 page)
   - Proposed terms
   - Cap table impact
   - Governance rights
   - Liquidation preferences

9. RECOMMENDATION
   - Clear invest / pass recommendation
   - Conditions or contingencies
   - Next steps and timeline

Due Diligence Frameworks

Diligence Checklist by Category

| Category | Key Questions | Sources | | --- | --- | --- | | Market | TAM accuracy? Growth rate? Tailwinds/headwinds? | Industry reports, expert calls, census data | | Product | Product-market fit evidence? Defensibility? Roadmap? | Customer interviews, product demo, NPS data | | Financial | Revenue quality? Unit economics? Cash runway? | Financial statements, data room, QofE report | | Team | Founder-market fit? Key person risk? Bench depth? | Reference checks, LinkedIn, prior exits | | Legal | IP ownership? Litigation? Regulatory exposure? | Legal counsel review, patent search | | Customers | Concentration risk? Churn? Expansion revenue? | Customer calls, cohort data, NRR analysis | | Technology | Tech debt? Scalability? Security posture? | CTO interview, code review, SOC 2 status |

Due Diligence Scoring Matrix

SCORING FRAMEWORK (1-5 scale per category):

Category             Weight    Score    Weighted
────────────────────────────────────────────────
Market Opportunity    20%       ___      ___
Product Strength      20%       ___      ___
Financial Health      20%       ___      ___
Team Quality          15%       ___      ___
Competitive Position  15%       ___      ___
Risk Profile          10%       ___      ___
────────────────────────────────────────────────
TOTAL                100%               ___/5.0

THRESHOLDS:
  4.0-5.0: Strong invest
  3.0-3.9: Conditional invest (address specific concerns)
  2.0-2.9: Pass (but monitor)
  < 2.0:   Hard pass

Financial Model Integration

Key Metrics by Stage

| Metric | Seed / Series A | Growth (B-D) | Late Stage / PE | | --- | --- | --- | --- | | Revenue | ARR, MRR | ARR growth %, NRR | Revenue, EBITDA | | Efficiency | Burn multiple | Rule of 40 | EBITDA margin | | Unit Economics | Payback period | LTV:CAC | Gross margin | | Growth | MoM growth % | YoY growth % | Organic vs. M&A | | Retention | Logo retention | Net dollar retention | Customer churn | | Cash | Runway (months) | FCF burn rate | Free cash flow |

DCF Integration for Investment Memos

SIMPLIFIED DCF FOR MEMO:

Projection Period: 5-7 years
────────────────────────────────────────────
Year          1      2      3      4      5
Revenue       ___    ___    ___    ___    ___
EBITDA        ___    ___    ___    ___    ___
UFCF          ___    ___    ___    ___    ___
PV Factor     ___    ___    ___    ___    ___
PV of UFCF    ___    ___    ___    ___    ___

Sum PV of UFCFs:         ___
PV of Terminal Value:    ___
Enterprise Value:        ___
(-) Net Debt:            ___
Equity Value:            ___

Implied per share:       ___
Current price:           ___
Upside / (Downside):     ___%

Comparable Analysis Template

COMPARABLE COMPANY TABLE:

Company    EV/Rev  EV/EBITDA  P/E    Growth%  Margin%
────────────────────────────────────────────────────
Comp A      ___     ___       ___     ___      ___
Comp B      ___     ___       ___     ___      ___
Comp C      ___     ___       ___     ___      ___
Comp D      ___     ___       ___     ___      ___
────────────────────────────────────────────────────
Mean        ___     ___       ___     ___      ___
Median      ___     ___       ___     ___      ___

Target      ___     ___       ___     ___      ___

PREMIUM / DISCOUNT JUSTIFICATION:
- Premium warranted if: higher growth, better margins, stronger moat
- Discount warranted if: smaller scale, higher risk, less proven

LBO Returns Summary

LBO RETURNS TABLE:

                   Bear    Base    Bull
Entry Multiple      ___x    ___x    ___x
Exit Multiple       ___x    ___x    ___x
Revenue CAGR        ___%    ___%    ___%
EBITDA Exit         $___    $___    $___
Equity IRR          ___%    ___%    ___%
MOIC                ___x    ___x    ___x
Cash-on-Cash        ___x    ___x    ___x

Memo Templates by Type

Seed / Series A Memo Focus

EMPHASIS AREAS:
- Founder-market fit (60% of conviction at seed)
- Market size and timing thesis
- Product vision and early traction signals
- Capital efficiency and milestone plan

ACCEPTABLE GAPS:
- Limited financial history
- Unproven unit economics
- Incomplete team (plan to hire)
- No established moat yet

KEY QUESTION: "Can this team build this product in this market?"

Growth Equity Memo Focus

EMPHASIS AREAS:
- Proven product-market fit with metrics
- Scalable and repeatable go-to-market
- Unit economics at scale
- Path to profitability or Rule of 40

REQUIRED EVIDENCE:
- 12-24 months of cohort data
- Net revenue retention > 110%
- Improving or stable LTV:CAC
- Clear use of proceeds

KEY QUESTION: "Does this business scale profitably?"

PE / Buyout Memo Focus

EMPHASIS AREAS:
- Stable, predictable cash flows
- Margin expansion opportunities
- Debt capacity and coverage ratios
- Exit optionality (strategic, IPO, secondary)

REQUIRED ANALYSIS:
- Quality of Earnings (QofE)
- Working capital normalization
- Management incentive alignment
- Integration / value creation plan

KEY QUESTION: "Can we generate 20%+ IRR through operational improvement?"

Public Markets / Equity Research Focus

EMPHASIS AREAS:
- Valuation vs. intrinsic value
- Catalyst identification and timeline
- Risk/reward asymmetry
- Position sizing rationale

REQUIRED ANALYSIS:
- Multi-method valuation (DCF, comps, precedents)
- Sensitivity analysis on key assumptions
- Scenario-weighted expected return
- Liquidity and portfolio fit

KEY QUESTION: "Is the market mispricing this asset, and what unlocks value?"

Quality Checklist

Pre-Submission Review

| Check | Status | | --- | --- | | Executive summary is standalone (readable without full memo) | [ ] | | Investment thesis has 3-5 clear, testable pillars | [ ] | | TAM methodology is bottoms-up (not just top-down) | [ ] | | Financial projections have bear/base/bull scenarios | [ ] | | Risks section is honest (not just pro-forma) | [ ] | | Recommendation is clear and unambiguous | [ ] | | Sources cited for market data and claims | [ ] | | Valuation methodology is appropriate for stage | [ ] | | Cap table impact is modeled | [ ] | | Management references completed (min 3-5) | [ ] |

Common Pitfalls

AVOID THESE MEMO FAILURES:

1. THESIS WITHOUT EVIDENCE
   Bad:  "Large TAM with strong tailwinds"
   Good: "TAM of $12B growing 18% CAGR per Gartner 2025, driven by
          regulatory mandate effective 2026 (cite: HB-1234)"

2. HOCKEY STICK WITHOUT DRIVERS
   Bad:  Revenue 5x in 3 years
   Good: Revenue 5x driven by: 2x ASP increase (upsell to enterprise),
         1.5x customer growth (new sales hires), 1.7x NRR (product expansion)

3. RISKS WITHOUT MITIGANTS
   Bad:  "Key person risk on founder"
   Good: "Key person risk mitigated by: strong VP Engineering hired Q3,
          documented processes, board-approved succession plan"

4. VALUATION WITHOUT CONTEXT
   Bad:  "12x ARR is fair"
   Good: "12x ARR represents 20% discount to median comp (15x) justified
          by smaller scale but offset by 2x higher growth rate"

Memo Formatting Guidelines

FORMATTING STANDARDS:

LENGTH:
- IC memo: 8-15 pages (excl. appendix)
- Deal summary: 2-3 pages
- Quick screen: 1 page

VISUAL HIERARCHY:
- Executive summary: bold key numbers
- Use tables for comparisons (not paragraphs)
- Charts for trends (revenue, margins, cohorts)
- Red/yellow/green for risk ratings

APPENDIX ITEMS:
- Detailed financial model
- Full cap table
- Customer reference notes
- Competitive feature matrix
- Org chart
- Term sheet

See Also