Tag: Life Philosophy

Categories
Business Games Living

A Good Life Is an Infinite Game Played Well

I keep coming back to the eight CEOs in William Thorndike’s The Outsiders.

On paper they were capital allocators of unusual discipline. Looked at another way, they were people who had figured out how to play a long game inside systems designed to reward short ones. They treated the company as something that should still be healthy decades later, not as a vehicle for the next announcement or the next victory lap. Per-share value compounded quietly over time mattered more than size, applause, or the quarterly scoreboard. They were willing to look wrong for years. And most of them had little interest in the theater of the charismatic chief executive. Their authority accumulated the slow way — through decisions that held up after the noise moved on.

It is the same stance James Carse described in an infinite game: a game whose purpose is not to win but to keep the play going. You are never finished, only ahead or behind, and the position worth wanting is often the one that feels slightly behind — the one that still demands invention.

Micky Malka, describing the founders he most wants to back, named a similar cluster of qualities: the energy of a scientist, the conviction of a missionary, the heart of a partner, the dreams of an athlete, the obsession of an owner. People built that way don’t need the room to agree they’re winning. The Outsiders ran on a quieter version of the same current — their edge was steadiness more than brilliance, the nerve to ignore the wrong scoreboard for as long as it took.

A good life asks for the same thing. Not trophies lined up on a shelf, but the willingness to keep playing with attention — to keep learning, to keep showing up without needing anyone in the room to say you’re ahead. That’s lifelong learning.

Henry Singleton ran Teledyne for almost three decades and rarely bothered to explain any decision to Wall Street. He wasn’t playing to be believed. He was playing to still be at the table thirty plus years on.

Categories
Financial Planning Investing

The Mistake of Balance

We are culturally conditioned to hedge. We are taught the virtues of a balanced portfolio, a balanced diet, and a balanced life. We spread our chips across the table—a little bit of energy here, a little bit of time there—hoping that if we just cover enough bases, the aggregate sum of our efforts will amount to a meaningful existence. We find comfort in the average because it protects us from the zero.

But nature, and certainly the mechanics of outsized success, rarely operates on a bell curve. It operates on a Power Law.

Sam Altman, reflecting on the errors of intuition in investing, noted that his second biggest mistake was failing to internalize this mathematical reality. He said:

“The power law means that your single best investment will be worth more to you in return than the rest of your investments put together. Your second best will be better than three through infinity put together. This is like a deeply true thing that most investors find, and this is so counterintuitive that it means almost everyone invests the wrong way.”

The math is brutal in its clarity. It suggests that the drop-off from our primary point of leverage to everything else is not a gentle slope; it is a cliff.

When we apply this to capital, it makes sense. One Google or one Stripe returns the fund. But this is a “deeply true thing” that transcends venture capital. It applies to our attention, our relationships, and our creative output.

Consider the “investments” of your daily energy. Most of us spend our days in the “three through infinity” zone. We answer emails, we manage low-leverage maintenance tasks, we entertain lukewarm acquaintanceships. We busy ourselves with the long tail of distribution because the long tail is where safety lives. It feels productive to check fifty small boxes.

However, if Altman’s observation holds true for life as it does for equity, then that single, terrifyingly important project—the one you are likely procrastinating on because it feels too big—is worth more than the rest of your to-do list combined.

The “counterintuitive” pain point Altman mentions is that to align with the Power Law, you have to be willing to look irresponsible to the outside observer. You have to neglect the “three through infinity.” You have to let small fires burn so that you can pour all your fuel onto the one flame that actually matters.

We invest the wrong way because we are afraid of the volatility of focus. We dilute our potential because we are terrified that if we bet on the “single best,” and it fails, we are left with nothing. But the inverse is the quiet tragedy of the modern age: we succeed at a thousand things that don’t matter, missing the one thing that would have outweighed them all.