A fellow investor connection on LinkedIn mentioned that he hates paying more than 6x cash flow, even for a great business.

A fellow investor connection on LinkedIn

“I hate paying more than 6x cash flow, even for a great business.”

At first glance, such a statement appears unrealistic. After all, we live in an era where investors routinely pay 20x, 30x, 40x, and sometimes even 60x cash flow for businesses that are merely good, not exceptional. Financial media continuously reinforces the notion that quality deserves any price. Growth investors often argue that valuation is secondary. Momentum investors frequently dismiss valuation altogether.

Yet history repeatedly demonstrates that the investor’s statement is not only realistic but often remarkably achievable.

As mentioned by my fellow investor connection on LinkedIn, markets periodically hand investors great businesses at ordinary prices:

World-class businesses at low cash flow multiples — selected historical episodes

Business Year Multiple
Apple2016~6x
Meta Platforms2022~5x
Microsoft2013~5x
NVIDIA2014~7x
TSMC2016~6x
Samsung2025~4x
Walmart2017~8x
ASML2012~6x
Lam Research2019~7x
Safran2009~5x
S&P Global2009~6x
Exxon Mobil2023~6x
Christian Dior2016~5x
Tencent2024~6x
Airbus2017~6x

Source: attributed to a fellow investor connection on LinkedIn. Multiples are approximate and depend on the cash flow definition used (operating, free, or owner earnings). The pattern — not the precision of each figure — is the substantive point. And many, many more.

The challenge is not finding examples. The challenge is possessing the patience, discipline, emotional stability, and intellectual independence required to wait for them.

Markets periodically present extraordinary businesses at surprisingly ordinary valuations. Such opportunities have existed for decades and continue to appear with remarkable regularity across different geographies, sectors, and economic environments. The problem is that they rarely appear when investors want them to. They appear when investors least expect them and are usually accompanied by fear, uncertainty, pessimism, controversy, or temporary business challenges.

The great irony of investing is that bargains are available precisely when most investors are psychologically incapable of taking advantage of them.

The Market’s Recurring Gift

Looking at investment history, examples are abundant.

Apple traded near 6x cash flow during periods when investors questioned the sustainability of the iPhone franchise. Microsoft traded around 5x cash flow when investors viewed the company as a stagnant technology giant trapped in the declining personal computer industry. Meta Platforms approached 5x cash flow when concerns regarding metaverse spending, regulatory pressure, and slowing growth dominated headlines. NVIDIA traded near 7x cash flow during periods when few investors imagined the scale of future AI demand.

ASML, TSMC, Samsung, Tencent, Exxon Mobil, Walmart, Airbus, Safran, Christian Dior, and numerous other world-class businesses have experienced similar episodes.

These examples reveal an important truth.

Valuation opportunities are not rare. They are simply irregular.

Investors often assume that high-quality businesses permanently trade at premium valuations. Historical evidence suggests otherwise. Even the finest businesses periodically encounter temporary adversity, negative sentiment, cyclical downturns, regulatory concerns, macroeconomic shocks, industry disruptions, or investor neglect. During such periods, valuation compresses. Sometimes dramatically.

This phenomenon has existed for centuries because the underlying driver remains unchanged: human behaviour. This explains why investment opportunities continue to emerge despite increasing market efficiency. Many investors assume that modern markets are too sophisticated for obvious bargains to exist. Yet if markets were perfectly rational, major valuation dislocations would disappear. Instead, they continue to appear.

The reason is straightforward. Markets are not machines. Markets are collections of human beings. As long as human beings remain emotional, opportunities created by emotional behaviour will continue to exist.

Benjamin Graham, Warren Buffett, Charlie Munger, and Howard Marks understood this. The greatest investors in history have consistently recognised that successful investing depends less on predicting the future and more on managing one’s own behaviour.

The Tyranny of Activity

Modern financial markets create immense pressure to remain constantly active. News arrives every second. Social media generates endless opinions. Analysts continuously publish reports. Commentators provide daily forecasts. Investors can trade almost instantly from mobile devices. The environment encourages action.

Yet the most successful long-term investors often exhibit the opposite behaviour. They spend significant amounts of time doing nothing. This idea feels counterintuitive because activity appears productive. Waiting appears unproductive.

However, investing differs fundamentally from most professions. A surgeon, an engineer, or a lawyer creates value through action. An investor frequently creates value through restraint. The temptation to deploy capital continuously often leads investors to accept lower-quality opportunities.

How discipline erodes. They become impatient. Cash begins to feel uncomfortable. Market rallies create fear of missing out. Eventually, standards decline. Investors who previously demanded exceptional opportunities begin accepting merely adequate ones. This gradual erosion of discipline is responsible for countless mediocre investment outcomes.

The greatest investors frequently maintain high standards regardless of market conditions. If attractive opportunities are unavailable, they wait. If opportunities emerge, they act decisively. Their advantage often stems not from superior intelligence but from superior patience.

Turning Over More Rocks

This fellow investor connection on LinkedIn also highlighted another important observation: investors must be willing to turn over many rocks.

Financial media attention tends to concentrate on a relatively small universe of popular companies. The same names dominate headlines repeatedly. As a result, competition becomes concentrated. Valuations often become stretched. Expected future returns decline. Meanwhile, opportunities frequently emerge elsewhere.

Many investors confine themselves to narrow hunting grounds. They search where everyone else is searching. Consequently, they discover what everyone else discovers. Superior opportunities often require exploring areas where investor attention is limited.

This does not mean purchasing low-quality businesses. Nor does it mean investing in obscure securities simply because they are obscure. Rather, it means maintaining intellectual flexibility. A world-class business trading at 6x cash flow in an overlooked market may represent a far superior opportunity than a fashionable company trading at 35x cash flow in a heavily scrutinised market.

The opportunity set available to investors expands dramatically when they remove artificial geographic and sector constraints.

Simplicity Is Hard

One of the most underappreciated lessons in investing is that simple approaches are often psychologically difficult. Buying wonderful businesses at attractive prices sounds simple. Waiting for opportunities sounds simple. Maintaining discipline sounds simple.

In practice, these behaviours are extraordinarily difficult. Most investors intellectually understand the importance of valuation. Yet many abandon valuation discipline during speculative periods. Most investors recognise the value of patience. Yet many become impatient after prolonged market advances. Most investors appreciate the importance of emotional control. Yet emotions frequently dominate decision-making during market extremes.

The challenge is not knowledge. The challenge is implementation. This distinction separates successful investors from unsuccessful ones. Financial markets do not primarily reward intelligence. They reward disciplined behaviour repeated consistently over decades.

The Historical Perspective

History provides a valuable perspective. Every major investment cycle creates narratives explaining why traditional valuation measures no longer matter. During the late 1990s technology bubble, many argued that earnings were obsolete. During housing bubbles, investors argued that real estate prices could not decline materially. During speculative manias, investors frequently develop elaborate justifications for paying extreme valuations. Eventually, fundamentals reassert themselves.

They always have. They always will. The specific timing remains uncertain. The ultimate outcome is considerably less uncertain. Investors may temporarily ignore these realities. They cannot permanently escape them.

Concentration During Opportunity

Another important implication emerges from the 6x cash flow framework. If genuinely exceptional businesses occasionally become available at extraordinary valuations, diversification alone may not maximise long-term returns. Periods of extreme opportunity are often relatively brief. Investors who have patiently accumulated knowledge, liquidity, and conviction can act aggressively when such opportunities emerge. This does not imply reckless behaviour. It implies preparation.

Patience
creates
Optionality
creates
Opportunity
creates
Returns

Many investors attempt to remain fully invested at all times. As a result, they lack flexibility when extraordinary opportunities appear. The ability to deploy significant capital during rare periods of market dislocation often distinguishes exceptional investment records from merely satisfactory ones.

Investing as a Game of Endurance

Ultimately, investing resembles a marathon rather than a sprint. The objective is not to maximise activity. The objective is to maximise intelligent decision-making. Most years will not provide extraordinary opportunities. Some years may provide none at all. Then suddenly, a crisis, recession, panic, scandal, geopolitical shock, industry downturn, or temporary business setback creates multiple opportunities simultaneously.

The difference compounds over decades. Investing success frequently appears mysterious when observed from a distance. Upon closer examination, the explanation is usually much simpler.

Most importantly, they understand that opportunities arrive according to the market’s schedule rather than their own. That understanding alone may constitute one of the greatest competitive advantages available in investing.

Successful investing foremost is a human endeavour of discipline comprised of large amounts of inactivity between periods of intense and large numbers of actions taken in financial markets.