Former Sun CEO Scott McNeely's breakdown of a 10x revenue multiple reveals its absurdity. To justify it, a company would need 100% of revenues as dividends for 10 years, with zero costs, R&D, or taxes. This simple arithmetic serves as a timeless sanity check against hype-driven valuations.

The old PE model is obsolete in software. With high revenue multiples (7-8x) and low leverage (30% debt), firms must genuinely grow the business to generate returns. About two-thirds of value now comes from selling a larger, more profitable company (terminal value), not from stripping cash flow.

The VC model thrives by creating liquidity events (M&A, IPO) for high-growth companies valued on forward revenue multiples, long before they can be assessed on free cash flow. This strategy is a rational bet on finding the next trillion-dollar winner, justifying the high failure rate of other portfolio companies.

Acquiring smaller companies at a 5-6x EBITDA multiple and integrating them to reach a larger scale allows you to sell the combined entity at a 10-12x multiple. This multiple expansion is a powerful, often overlooked financial driver of M&A strategies, creating value almost overnight.

Investors and acquirers pay premiums for predictable revenue, which comes from retaining and upselling existing customers. This "expansion revenue" is a far greater value multiplier than simply acquiring new customers, a metric most founders wrongly prioritize.

Private market valuations are benchmarked against public multiples. Currently, public SaaS firms with 30% growth trade at 15-20x revenue, twice the historical average. If this 'bedrock price' reverts to its 7-8x mean, it will trigger a cascade of valuation drops across the private markets.

While media often highlights the costs of being public, the valuation multiple is an overlooked benefit. A consistently growing small business can command a 20x P/E ratio, far exceeding the typical 3x cash flow multiple offered in a private equity buyout.

A stock's valuation frames the core question an investor must answer. At six times earnings, the question is about near-term survival; at 50 times, it's about decades of growth. Your job is not to find a price, but to find a question you can confidently answer.

Investors instinctively value the distant future cash flows of elite compounding businesses higher than traditional financial models suggest. This phenomenon, known as hyperbolic discounting, helps explain why these companies consistently command premium multiples, as the market behaves more aligned with this model than standard exponential discounting.