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Bessemer's approach to growth investing is to be highly selective and write large checks into fewer companies. This concentrated strategy aims to secure meaningful ownership in the few outliers that drive venture returns, rejecting the "peanut buttering" approach of spreading capital across many investments.
The most successful venture investors share two key traits: they originate investments from a first-principles or contrarian standpoint, and they possess the conviction to concentrate significant capital into their winning portfolio companies as they emerge.
For a seed fund, the initial check is less critical than subsequent follow-on decisions. Driving top-tier returns requires a reserve-heavy model to pile capital into the 5-10% of portfolio companies that demonstrate breakout potential, as these few winners will generate the lion's share of returns.
Successful concentration isn't just about doubling down on winners. It's equally about avoiding the dispersion of capital and attention. This means resisting the industry bias to automatically do a pro-rata investment in a company just because another VC offered a higher valuation.
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.
Singerman dismisses standard VC practices like reserve calculations and ownership targets as "nonsense." He argues that to truly beat the market, a firm must abandon these rules and concentrate as much capital as possible into its highest-conviction companies, creating extreme, fund-defining outcomes.
Bessemer Venture Partners publicly lists massive companies it passed on to foster a learning culture. This highlights their philosophy that the opportunity cost of missing a transformative company (a crime of omission) is far more damaging than investing in one that fails (a crime of commission).
Merely getting 'logo' access to a top company is no longer sufficient for late-stage funds. To generate fund-returning multiples from multi-billion dollar outcomes, firms must have the conviction and ability to concentrate 5-10%+ of their fund into a single winner, a new dynamic in growth investing.
A successful seed fund model is to first build a diversified 'farm team' of 20-25 companies with meaningful initial ownership. Then, after identifying the breakout performers, concentrate heavily by deploying up to 75% of the fund's capital into just 3-5 of them.
Thrive Capital rejects traditional VC diversification, instead making massive, concentrated bets on what it deems the best-in-class assets, like its $2 billion investment in Stripe. This 'buy the best' approach, focusing on significant ownership in top-tier companies, has been central to its outsized returns.
Bessemer's investment process favors individual partner conviction over group consensus. A partner can "pound the table" for a deal (the "gold nugget") without the risk of another partner vetoing it (the "blackball" model). This fosters ownership and bold bets, with performance as the ultimate accountability.