Investment Primer
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    Updated January 2026

    Master the Art of
    Software Investing

    The comprehensive guide to analyzing, valuing, and investing in the software stack. From infrastructure giants to emerging SaaS platforms.

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    Table of Contents

    01
    Executive Summary
    02
    Understanding the Software Stack
    03
    Software Business Models
    SaaS • Usage-Based • Transaction Models
    04
    SaaS Metrics That Matter
    ARR • Net Revenue Retention • CAC Payback • Rule of 40
    05
    Infrastructure Layer

    Software has fundamentally transformed how businesses operate, communicate, and create value. This guide provides a comprehensive framework for investing across the entire software stack—from infrastructure to applications—with real analysis of 50+ companies and proven metrics used by professional investors.

    Whether you're analyzing SaaS companies, infrastructure plays, or emerging platforms, you'll learn the business models, key metrics, valuation frameworks, and risk factors that matter most. Each section includes detailed company examples with links to full investment primers.

    Key Takeaway
    Software investing requires understanding three distinct layers (infrastructure, platforms, applications), mastering SaaS-specific metrics like Net Revenue Retention and Rule of 40, and building a diversified portfolio that balances growth exposure with profitable cash-flow generators.

    Executive Summary

    3 min read

    Software has fundamentally transformed how businesses operate, communicate, and create value. This guide provides a comprehensive framework for investing across the entire software stack—from infrastructure to applications—with real analysis of 50+ companies and proven metrics used by professional investors.

    Whether you're analyzing SaaS companies, infrastructure plays, or emerging platforms, you'll learn the business models, key metrics, valuation frameworks, and risk factors that matter most. Each section includes detailed company examples with links to full investment primers.

    Key Takeaway
    Software investing requires understanding three distinct layers (infrastructure, platforms, applications), mastering SaaS-specific metrics like Net Revenue Retention and Rule of 40, and building a diversified portfolio that balances growth exposure with profitable cash-flow generators.

    Understanding the Software Stack

    5 min read

    The software industry operates in distinct layers, each with unique business models, competitive dynamics, and investment characteristics. Understanding these layers is crucial for identifying where value accrues and which companies have sustainable advantages.

    Application Layer

    End-user software serving specific use cases and industries

    SalesforceWorkdayAdobeIntuit

    Platform Layer

    Services that enable developers and businesses to build applications

    ShopifyStripeTwilioCloudflare

    Infrastructure Layer

    Foundational services that power the entire software ecosystem

    AWSSnowflakeMongoDBDatadog
    Ecosystem Map

    Invest Across the Stack

    We break down the technology sector into three distinct layers. Click any company to read the deep-dive investment thesis.

    The Silicon Stack
    The physical infrastructure of AI.
    NVDA
    Nvidia
    AI Training
    AMD
    AMD
    Inference
    TSM
    TSMC
    Foundry
    ASML
    ASML
    Lithography
    MU
    Micron
    HBM Memory
    ANET
    Arista
    Networking
    View all companies
    The Cloud Stack
    The operating system of the enterprise.
    MSFT
    Microsoft
    The Cloud
    NOW
    ServiceNow
    Workflow
    CRM
    Salesforce
    Agent OS
    SNOW
    Snowflake
    Data Lake
    CRWD
    CrowdStrike
    Security
    GTLB
    GitLab
    DevOps
    View all companies
    The Internet Stack
    Digital marketplaces and fintech.
    ABNB
    Airbnb
    Travel
    UBER
    Uber
    Mobility
    DASH
    DoorDash
    Logistics
    SQ
    Block
    Fintech
    BKNG
    Booking
    Aggregator
    TTD
    Trade Desk
    AdTech
    View all companies
    Investment Implication
    Infrastructure companies typically have higher margins but require more capital. Platform businesses benefit from network effects and winner-take-most dynamics. Application layer companies scale fastest but face more competition.

    Software Business Models

    8 min read

    SaaS (Software as a Service)

    The dominant business model in modern software. Companies provide software over the internet on a subscription basis, typically with recurring monthly or annual payments. Examples include Salesforce, Snowflake, and MongoDB. SaaS companies are valued on predictable revenue streams, net retention rates, and the efficiency of their customer acquisition (Okta, Box).

    Usage-Based Models

    Companies charge based on consumption rather than fixed subscriptions. This model aligns closely with customer value but introduces revenue volatility. Infrastructure companies like CrowdStrike excel with this model, scaling pricing with workload growth.

    Transaction Models

    Revenue comes from facilitating transactions or taking a percentage of payment flow. Payment processors, marketplaces, and fintech platforms use this model, benefiting from GDP growth and digital transformation.

    SaaS Metrics That Matter

    10 min read
    Pro Tip
    Focus on Net Revenue Retention above all else. A NRR above 120% means your existing customers are growing faster than you can acquire new ones—the hallmark of a truly exceptional SaaS business.
    High Growth

    Annual Recurring Revenue (ARR)

    100%+

    Best-in-class growth rate at scale

    Expansion

    Net Revenue Retention (NRR)

    120%+

    Expansion from existing customers

    Efficiency

    CAC Payback Period

    <12 Mo

    Months to recover acquisition cost

    Balance

    Rule of 40

    >40%

    Growth rate + FCF margin

    The Rule of 40
    The Rule of 40 (Revenue Growth % + Free Cash Flow Margin %) is the single most important benchmark for SaaS companies. Scores above 40% indicate healthy balance between growth and profitability. Best-in-class companies like Datadog and CrowdStrike consistently score 50%+.

    Infrastructure Layer Investment Thesis

    12 min read

    Semiconductors: The Foundation of Computing

    Every software application ultimately runs on silicon. The semiconductor industry drives performance gains that enable new software capabilities. AI workloads have created unprecedented demand for specialized chips.

    GPU Computing

    NVIDIA dominates AI training and inference with 90%+ market share in data center GPUs. Their CUDA software ecosystem creates massive switching costs. AMD competes with MI300 series but lacks NVIDIA's software moat. ARM Holdings provides the instruction set architecture for efficient AI inference.

    Semiconductor Manufacturing

    Taiwan Semiconductor (TSMC) manufactures the most advanced chips globally, with 3nm and 2nm process technology leadership.

    Semiconductor Equipment

    ASML holds a monopoly on EUV lithography, essential for advanced nodes. Applied Materials and Lam Research provide deposition and etching equipment critical for chip fabrication.

    Cloud & Data Infrastructure

    Modern applications require scalable, distributed infrastructure. The shift to cloud computing represents a multi-trillion dollar transformation in IT spending.

    Data Warehouses & Analytics

    Snowflake pioneered the cloud data warehouse with separation of compute and storage. Companies like MongoDB provide operational databases optimized for real-time applications.

    Developer Tools

    Infrastructure that developers love creates powerful network effects. GitLab provides end-to-end DevOps platforms.

    Cybersecurity Infrastructure

    Security infrastructure protects the entire stack. CrowdStrike leads in endpoint protection with AI-powered threat detection and platform consolidation driving 140%+ net retention.

    AI Infrastructure Opportunity
    The AI boom is driving unprecedented demand for specialized chips (NVIDIA, AMD), data infrastructure (Snowflake, Databricks), and cloud compute. Infrastructure companies closest to the GPU layer are capturing the most value with 60%+ gross margins.

    Platform Layer Opportunities

    Platform companies sit between infrastructure and applications, enabling developers and businesses to build faster. They create powerful network effects and high switching costs through ecosystem lock-in. The most successful platforms generate compound returns by becoming the de facto standard in their category.

    Enterprise Application Platforms

    CRM & Sales Infrastructure

    Salesforce pioneered the cloud CRM market and remains the dominant platform with 20%+ market share. Their moat comes from workflow automation embedded into sales processes across 150,000+ customers. Net retention consistently exceeds 110%, driven by expansion into adjacent products (Marketing Cloud, Service Cloud, Tableau).

    Annual Revenue (FY24)$31.4B
    Net Retention Rate110%
    Operating Margin17%

    Collaboration & Productivity

    The shift to remote work accelerated platform adoption. Asana and other workflow platforms benefit from viral adoption within teams. Once a company standardizes on a collaboration platform, switching costs become prohibitive as workflows, integrations, and historical data create lock-in.

    Document Management & E-Signature

    DocuSign owns 70%+ of the e-signature market. The platform processes 1.5 billion transactions annually. Key metric to watch: Agreement velocity (how fast deals close using their platform) directly correlates with customer expansion and pricing power.

    Developer & API Platforms

    Developer-first platforms create the strongest network effects. When developers choose a platform, they invest time learning APIs, building integrations, and creating dependencies that are expensive to replicate.

    DevOps Platforms

    GitLab provides end-to-end DevOps in a single platform. Their competitive advantage: eliminating tool sprawl by consolidating CI/CD, security, and deployment. Companies using GitLab report 3x faster deployment cycles.

    API Infrastructure

    Payment platforms process billions in transaction volume. The stickiness comes from integration complexity— once a company builds payment flows into their product, migrating to a competitor requires months of engineering work.

    Vertical SaaS Platforms

    Industry-specific platforms command premium valuations by solving domain-specific problems. Healthcare, financial services, and real estate platforms trade at 15-20x revenue due to regulatory moats and mission-critical workflows.

    Key Characteristics of Winning Vertical Platforms:

    • •Deep industry expertise: Built by domain experts who understand workflows
    • •Regulatory compliance: Handle complex compliance requirements (HIPAA, SOC 2, PCI)
    • •Network effects: Value increases as more industry participants join
    • •Attach rate expansion: Layer on adjacent services (payments, analytics, marketplace)

    Application Layer: Where Innovation Meets Users

    Application software sits at the top of the stack, directly serving end users. This layer has the highest growth potential but faces more competition and faster disruption. Success requires exceptional product execution, strong user experience, and defensible distribution advantages.

    Enterprise Applications

    Financial Software

    Intuit dominates SMB financial software with QuickBooks and TurboTax. Their moat: customer financial data creates high switching costs. Once a business has 5+ years of accounting history in QuickBooks, migration becomes nearly impossible. Net retention exceeds 115% as customers add payroll, payments, and tax services.

    Marketing & Customer Experience

    Marketing automation platforms benefit from data network effects. The more customer interaction data flows through the platform, the better its AI-powered recommendations become. Look for platforms with 140%+ net retention driven by feature expansion.

    Analytics & Business Intelligence

    Modern BI platforms compete on ease of use and embedded AI. The best platforms enable non-technical users to build dashboards in minutes, not weeks. Pricing typically scales with data volume and user count, creating natural expansion opportunities.

    Consumer Applications

    Consumer software has different unit economics than enterprise. Success requires viral growth loops, freemium models that convert efficiently, and defensible network effects. The best consumer apps have CAC payback under 6 months and LTV:CAC ratios exceeding 5:1.

    <6mo
    CAC Payback Target
    5:1
    LTV:CAC Ratio
    <5%
    Monthly Churn

    Consumer applications face unique challenges: platform risk (Apple/Google control distribution), ad fatigue (rising customer acquisition costs), and fickle user behavior. Winners build habit-forming products with daily active usage and strong organic growth channels.

    How to Analyze a Software Company: Step-by-Step

    Step 1: Read the S-1 or 10-K Filing

    Start with primary sources. SEC filings contain unfiltered data about business model, risks, and financial performance. Focus on these key sections:

    1. 1.
      Business Model: How do they make money? Subscription vs. usage-based vs. transaction? What's the pricing power? Check if they disclose ARR or revenue retention metrics.
    2. 2.
      Cohort Economics: Look for customer cohort tables showing how revenue expands over time. Best companies show each cohort growing 20-30% annually through upsells and cross-sells.
    3. 3.
      Risk Factors: Read every risk. Focus on customer concentration (any single customer > 10%?), technology disruption, and competitive threats. These reveal management's real concerns.
    4. 4.
      Use of Proceeds: In S-1s, see how they plan to spend IPO capital. Companies investing in R&D and sales are growth-focused; those paying down debt may lack growth opportunities.

    Step 2: Calculate Key SaaS Metrics

    Use the company's financial statements to calculate standardized metrics. Here's the exact formulas:

    Rule of 40

    Revenue Growth % + Free Cash Flow Margin %

    Target: > 40% indicates efficient growth. Below 20% signals problems.

    CAC Payback Period

    (Sales & Marketing Spend) / (New ARR × Gross Margin)

    Target: < 12 months. Best-in-class achieve 6-9 months.

    Net Revenue Retention

    (Starting ARR + Expansion - Churn) / Starting ARR

    Target: > 120% for top-tier SaaS. Below 100% indicates churn problem.

    LTV:CAC Ratio

    (ARPU × Gross Margin / Churn Rate) / CAC

    Target: > 3:1 for profitability. > 5:1 indicates pricing power.

    Step 3: Build a Comparative Benchmark

    Never analyze a company in isolation. Compare against public peers and best-in-class benchmarks:

    MetricTop QuartileMedianBottom Quartile
    Revenue Growth (YoY)> 50%25-35%< 20%
    Gross Margin> 80%70-75%< 65%
    Net Retention Rate> 130%110-120%< 100%
    Rule of 40> 6040-50< 30
    Operating Margin> 20%5-15%Negative

    Source: Analysis of 50+ public SaaS companies. Updated quarterly. See our Data Hub for live benchmarks.

    Step 4: Assess Competitive Moat

    Not all software is defensible. Use this framework to evaluate moat strength:

    Network Effects

    Does the product get better as more users join? Platforms and marketplaces score highest. Example: Salesforce AppExchange has 5,000+ third-party apps—new customers get instant access to this ecosystem.

    Switching Costs

    How painful is it to migrate? Financial software with years of historical data, mission-critical workflows, and deep integrations create the highest switching costs. Customer churn below 5% annually indicates strong switching costs.

    Data Moats

    Does the company's AI/ML get smarter with proprietary data? Cybersecurity companies like CrowdStrike analyze trillions of endpoint events—this dataset is impossible for competitors to replicate.

    Regulatory Barriers

    Compliance certifications (HIPAA, FedRAMP, SOC 2) take years to achieve and create barriers to entry. Healthcare and government-focused SaaS benefit from regulatory moats.

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    Last updated: January 2026 • Content continuously maintained by AI