Welcome to The Curiosity Chronicle, a weekly newsletter where I provide actionable ideas to help you build a high-performing, healthy, wealthy life.
Today at a Glance:
A "mental model" is a way to think about the world. The world is infinitely complex, so the aim of any good model is to provide a lens through which you can simplify, evaluate, and make decisions as you walk through life.
The Winner's Game vs. Loser's Game is a mental model with powerful applications for your career, business, investing, and life. A Winner's Game is won through incredible shots. A Loser's Game is won through avoiding unforced errors. Most games of life are Loser's Games.
Two lessons to apply: (1) Avoid the Complexity Trap and (2) Embrace Self-Awareness.
As an entrepreneur, managing financial operations can be complex. Juggling multiple tools that don’t integrate well leads to inefficiency and errors, pulling you away from your core focus––building your business. The good news? I finally found a solution that just works–– today's sponsor––Mercury. Combining banking* and software to power my financial workflows—all through my bank account.
Why I Choose Mercury:
Complete Visibility: I can monitor everything from one place.
Control Money Movements: I pay bills faster, no third-party needed.
Close the Books Faster: Automatic data syncing reduces errors.
New Features I Love:
Effortless Payment Approvals: Saves me time and ensures compliance.
Close The Books Faster: I always know exactly where I stand.
Integrated Expense Management: Simplifies my expense tracking.
Join me and over 200K startups at mercury.com and upgrade your financial operations today. Mercury—the art of simplified finances.
*Mercury is a financial technology company, not a bank.
Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.
Winner's Game vs. Loser's Game
A "mental model" is a way to think about the world. The aim of any good model is to provide a lens through which you can simplify, evaluate, and make decisions as you walk through life.
The most useful mental models are highly dynamic, meaning they can be leveraged in a variety of contexts and situations.
While I've come across hundreds (maybe even thousands) of mental models during my life, I occasionally find one that creates such clear, profound value that I feel compelled to share it with all of you.
Today, I'd like to do just that and cover a powerful mental model with applications for business, investing, careers, and life:
Winner's Game vs. Loser's Game.
Know the Game You're Playing
When I arrived at Stanford on a baseball scholarship in 2009, I assumed that in order to pitch effectively at that level, I would have to blow hitters away.
In every appearance during my freshman fall, I strained, pressed, and grunted in an effort to put everything I had into each pitch.
But the results were abysmal. In fact, it was the worst I had ever performed in my baseball career. I got behind in counts, walked batters, and gave up a whole lot of hits. It was brutal and discouraging.
That all changed when an assistant coach pulled me aside and offered one piece of advice:
"You're playing the wrong game."
What he meant: I had achieved success in my baseball career (including getting my scholarship) by consistently throwing strikes and making the hitters beat me. But upon arriving at school, I tried to play a different game—attempting to throw perfect pitches with maximum intensity to beat the hitters.
Once I reverted to my old game, I was back on track. I never blew anyone away, but I had a successful college baseball career by forcing the action into their court.
As it turns out, the experience was a real world case study in the importance of knowing the game you're playing.
In the 1999 tennis book, Extraordinary Tennis for the Ordinary Tennis Player, author Simon Ramo broke down the difference between amateur and professional tennis, writing that they were two different types of games:
Amateur tennis is a Loser's Game: 80% of points are lost on unforced errors. You win by avoiding errors and waiting for your opponent to make errors.
Professional tennis is a Winner's Game: 80% of points are won on incredible shots. You win by hitting incredible shots.
The core insight: You have to know what kind of game you're playing.
In a Loser's Game, there's no point trying to hit magnificent shots. You're better off keeping it simple and avoiding unforced errors.
In a Winner's Game, there's no point trying to play conservatively to avoid unforced errors. You're better off trying to hit the elegant, perfect shots.
I had incorrectly assumed that college baseball was a Winner's Game. I tried to make the incredible pitch, but it led to more unnecessary mistakes.
My coach's reminder was a reset button—I started playing the Loser's Game, and that made me a winner.
2 Lessons to Apply to Life
The Winner's Game vs. Loser's Game mental model is one that I come back to over and over again.
There are two core lessons you can apply to your life today:
1. Avoid the Complexity Trap
Here's an important truth: Most games in life are Loser's Games.
You don't get "paid" for complex, magnificent shots—you get "paid" for consistently avoiding unforced errors.
For figuring it out.
For showing up and doing what you say you're going to do.
In most games in life, the sum of consistent, ordinary performances adds up to something extraordinary.
But intelligent people are naturally drawn to sexy, complex answers and solutions.
Why? Because they make you sound interesting.
At a party, when someone asks about your latest investments, work projects, or health habits, the most complex, interesting answer always seems to draw the most attention:
If you say you like to buy and hold index funds, people quickly move on to the person bragging about their crypto arbitrage strategy.
If you say you like to move your body and eat whole, unprocessed foods, people quickly move on to the person who is using red light therapy gene infusion to Benjamin Button themselves back into their teenage years.
The point here is that sexy "sells" when you're in a social setting, so smart people are often sucked into it.
They start trying to play a Winner's Game because it makes them sound more interesting.
But the pull towards complexity is a trap, because the simple, boring basics usually win in the long run.
You don't need talent or luck to win a Loser's Game—you just need to keep showing up.
2. Embrace Self-Awareness
Alex Caruso entered the NBA's development league after going undrafted in 2016. A few years later, he was a key player leading the Los Angeles Lakers to an NBA championship.
When asked about how he rose from undrafted nobody to this level of stardom, he said that self-awareness was the key:
"A big reason guys get stuck in the [development league] is because they don't realize the position they're trying out for. It's like going to a job interview thinking you're going to be the CFO of the company and they're looking for someone to clean the bathrooms...it's a self-awareness of understanding what you're good at, what teams need, and trying to do that."
Caruso knew that he wasn't going to win if he tried to play the "NBA Superstar" game. He wasn't talented enough for that. But he knew he could fill a specific role on a roster, play that role consistently, and help a team win.
He knew that ego was the enemy and self-awareness was the friend.
Success in any endeavor requires you to answer two questions:
What kind of game am I playing?
Is this a game I can win?
If you can honestly answer "Yes" to the second question, you're on the right path. If not, you need to find a different game.
Life's a Game
Every area of your life can be thought of as a game:
Your relationships
Your health
Your career
Your finances
In each case, the game is a long one—played over and over again until the end of your days.
You have a choice of how to play.
Occasionally, a situation may call for the elegant, perfect shot. You want to be prepared for those moments and know you have it in your back pocket.
You want to be able to win the Winner's Game.
But most of the time, you just want to keep the ball in play.
You just want to stay in the game long enough to let the magic of compounding do its thing.
I get asked about my morning routine all the time. It changes from time to time, but AG1 has been the one constant since 2011. I drink it with a big glass of water every single morning to start my day on a positive tone.
It replaced an entire cabinet of supplements for me in one daily scoop—seriously, its latest iteration covers a multivitamin, multi-mineral, prebiotics, probiotics, adaptogens, greens, and more. It keeps me feeling healthy and strong throughout the year, even when I'm traveling (thanks to the travel packs).