Invest Like the Best with Patrick O'Shaughnessy
Invest Like the Best with Patrick O'Shaughnessy

Anu Hariharan – Lessons in Growth Investing - [Invest Like the Best, EP.198]

My guest this week is Anu Hariharan. Anu is a partner at Y-Combinator's Continuity Fund where she focuses on growth investing. Before YC, Anu was an Investment Partner at Andreesen Horowitz where she worked with portfolio companies Airbnb, Instacart, Medium and Udacity. In this conversation, we

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Episode Summary

Executive Summary: Anu Hariharan explains how growth investors evaluate companies through business models, unit economics, organic growth, leadership, and upside potential—not just industry labels. Using DoorDash, Airbnb, global startups, and hard-tech company Boom as examples, she argues markets can support multiple winners, digital adoption remains early, and investors must balance rigorous diligence with optimism about exceptional outcomes.

Main Topics: Business-model-focused growth investing: Hariharan assesses companies by how they generate revenue, what variable costs serve that revenue, and whether margins improve with scale. Marketplace, advertising, and other models share comparable metrics across industries, making business model a useful lens alongside sector. Marketplaces, competition, and network effects: DoorDash illustrates how differentiated insight, suburban focus, driver economics, merchant selection, and workflow tools can help a company win without eliminating competitors. In marketplaces, founders should identify which side—supply or demand—is hardest to attract and subsidize it as that bottleneck changes. Growth-stage diligence and leadership: Beyond product-market fit, growth investors examine execution to date, clarity about the company's potential, a CEO's ability to evolve from hands-on operator to organization builder, and resilience through near-death experiences. Global markets and digital transformation: Hariharan is bullish on India, Indonesia, and Latin America, where rising incomes, talent, and low online-commerce penetration create opportunity. Fragmented regulation, cross-country operations, and limited local investor and executive ecosystems remain challenges. Organic growth and distribution: Product-led adoption and referral loops are stronger evidence of demand than paid acquisition alone. Monzo and Faire demonstrate how useful products, community, and tools that bring customers or suppliers onto a platform can create self-reinforcing growth. Valuation, upside, and hard-tech risk: Early-stage valuation is substantially shaped by ownership targets and market demand, while growth investing emphasizes dollar returns and exit potential. For hard tech, Hariharan separates science, engineering, commercialization, and funding risks, using Boom Supersonic as an example. Underpenetrated sectors and evolving financing: She sees substantial runway in B2B e-commerce, fintech, and edtech. She also cautions that many new growth investors may underestimate startup volatility, while experienced SPAC sponsors could help certain regulated or capital-intensive technology companies.

Key Arguments: Business-model analysis can reveal comparable economics across otherwise different industries. For marketplaces, investors should trace transaction volume, take rate, servicing costs, contribution margin, and the efficiency gained as the company scales. Large markets are not automatically winner-take-all. DoorDash differentiated itself by starting in suburbs, where demand and driver economics suited its model, and by building selection and workflow integrations for merchants; Hariharan says markets can support multiple scaled competitors. Marketplace strategy must adapt to the side with the greatest acquisition difficulty. Airbnb initially needed to make hosting easier and attract supply; as supply becomes established, demand may become the harder side to grow. Growth-stage diligence must test whether founders can explain the company's potential, learn to lead a larger organization, and persist through setbacks—not merely show early product-market fit or top-line growth. Investors should devote substantial attention to plausible upside, not only base and downside cases. Hariharan argues that underestimating a company's potential can mean missing a rare investment capable of returning a fund. Organic, product-driven growth is a strong signal of customer demand and can compound through word of mouth, community, and built-in referral mechanisms. Paid acquisition is more powerful when a product already generates organic advocacy. Hard-tech investments require distinct risk analysis. Boom's science was viewed as relatively proven, while engineering execution was the central risk; commercialization and funding also needed assessment, including non-venture sources of capital. Digital transformation remains early, especially in business commerce and financial services. Low online penetration in large markets suggests significant opportunity, while regional fragmentation and operational complexity can slow execution.

Data Points: Common technology business models: About 9–10 - Hariharan says a relatively small set of business models accounts for much of the variation across technology companies. DoorDash takeout-market opportunity: Approximately $70 billion - She contrasts the broader takeout market with the narrower delivery market considered a decade earlier. Potential scaled competitors per market: About 2–4 - Hariharan argues scale effects limit the number of viable players, but do not necessarily produce a single winner. YC companies headquartered outside the US: 27% of more than 2,500 funded companies; at least 40% in recent batches - Figures cited to illustrate the increasing internationalization of YC startups. India GDP per capita: About $2,000–$2,500, with roughly $5,500 expected during 2020–2030 - Hariharan presents rising income as a potential catalyst for larger Indian technology businesses. Latin America population and internet penetration: About 650 million people and 70% internet penetration - Figures cited in the discussion of the region's potential consumer and commerce markets. Latin America e-commerce penetration: 4%, compared with 22% in China before COVID - Used to illustrate the gap in online commerce penetration; the comparison is pre-COVID. Rappi average order value: Close to $20 - Hariharan contrasts Latin American delivery economics with lower order values in India and higher blended values in the US. Monzo customers and UK market share: About 4.5 million customers and close to 8% - Cited as evidence of product-driven growth for the UK challenger bank. Monzo net promoter score: Greater than 70 - Hariharan cites the figure as unusually high for a bank. US B2B wholesale market and online share: $16 trillion market; less than 8% online - Used to show the substantial remaining opportunity for digitizing wholesale commerce. US B2B wholesale transactions by phone or fax: 49% - Hariharan says nearly half of these transactions still happen through phone or fax. US consumer e-commerce penetration: About 30% - Cited as further evidence that online commerce has room to expand. US computer-science graduates and developer shortfall: Fewer than 50,000 graduates annually; estimates of 200,000–500,000 developers needed - Figures cited in support of demand for alternative software-training pathways such as Lambda School. YC companies valued above $1 billion: Less than 1% - Hariharan uses this to emphasize how rare billion-dollar outcomes are and how often successful companies endure difficult years.

Pivotal Quotes: "At every stage of the marketplace, you have to always ask yourself which is the hardest side today." — Anu Hariharan: Her central practical rule for deciding whether a marketplace should prioritize or subsidize supply or demand. "It's very easy to model a base case and a downside case, but where you're going to get wrong is the upside case." — Anu Hariharan: She explains why growth investors must actively assess exceptional outcomes rather than rely only on conservative projections. "I actually think there's way more opportunity ahead of us." — Anu Hariharan: Her conclusion that digital adoption remains early, including in developed economies and especially in B2B commerce.

Implications: Investors should evaluate business economics, organic demand, leadership, and credible upside while resisting simplistic winner-take-all assumptions. Low digital penetration leaves substantial room for new businesses, but international expansion and hard tech demand careful execution and risk-specific financing.

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