PE deals, especially without a large fund, cannot tolerate zeros. This necessitates a rigorous focus on risk reduction and what could go wrong. This is the opposite of angel investing, where the strategy is to accept many failures in a portfolio to capture the massive upside of the 1-in-10 winner.

Related Insights

Undiversified founders can't afford a VC's portfolio mindset. Instead of pursuing ideas that *could* work, they must adopt strategies that would be *weird if they didn't work*. This shifts focus from optimizing for a chance of success to minimizing the chance of absolute failure.

Unlike Private Equity or public markets, venture is maximally forgiving of high entry valuations. The potential for exponential growth (high variance) means a breakout success can still generate massive returns, even if the initial price was wrong, explaining the industry's tolerance for seemingly irrational valuations.

Top growth investors deliberately allocate more of their diligence effort to understanding and underwriting massive upside scenarios (10x+ returns) rather than concentrating on mitigating potential downside. The power-law nature of venture returns makes this a rational focus for generating exceptional performance.

A common mistake in venture capital is investing too early based on founder pedigree or gut feel, which is akin to 'shooting in the dark'. A more disciplined private equity approach waits for companies to establish repeatable, business-driven key performance metrics before committing capital, reducing portfolio variance.

Unlike venture-backed startups that chase lightning in a bottle (often ending in zero), private equity offers a different path. Operators can buy established, cash-flowing businesses and apply their growth skills in a less risky environment with shorter time horizons and a higher probability of a positive financial outcome.

Investors are drawn to PE's smooth, bond-like volatility reporting. However, the underlying assets are small, highly indebted companies, which are inherently much riskier than public equities. This mismatch between perceived risk (low) and actual risk (high) creates a major portfolio allocation error.

Investors should seek "boring" companies that are well-oiled machines with repeatable processes and disciplined execution. The goal is consistency in outcomes, not operational excitement. Predictable, relentless execution is what generates outsized, "exciting" returns.

Sequoia's internal philosophy dictates that venture capital is not a downside minimization game. A fund with a write-off rate below 40% is seen as not taking enough risk to generate outlier returns. This counter-intuitive metric prioritizes bold bets over preserving capital on every deal.

A serial entrepreneur concluded his pursuit of high-risk, VC-backed startups was statistically irrational. He compares it to being "the idiot at the craps table" versus private equity firms, which act as "the house" by acquiring already profitable businesses and eliminating the risk of total failure.

The majority of venture capital funds fail to return capital, with a 60% loss-making base rate. This highlights that VC is a power-law-driven asset class. The key to success is not picking consistently good funds, but ensuring access to the tiny fraction of funds that generate extraordinary, outlier returns.