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Life is a game. But not Chess. It’s Poker

Stop looking for the “Right Move”. Life Is a Game of Incomplete Information.
Oleg Karakash
🔥🔥🔥 Startup growth, fundraising & product strategy | Exit to Snapchat $8M | $10M+ raised
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Since childhood, we’re told that life is like a chess match. There are rules, clear moves, and if you think a few steps ahead — you win. But reality doesn’t work that way. Even a perfect move doesn’t guarantee success, and a mistake doesn’t always mean failure.

In chess, you see all the pieces. You can analyze, plan, and predict. In life, the cards are hidden. The rules change mid-game. And luck can make or break you. That’s why life isn’t chess. It’s poker. And most people keep playing chess in a poker world.


♠ 1. Think in Probabilities, Not Absolutes

In poker, even pocket aces (the best poker hand) lose about 15% of the time.

  1.  You can make the right decision and still lose — just like in life.
  2.  You can work hard and still not get promoted.
  3.  You can invest wisely and still lose money.
  4.  You can love deeply and still get hurt.

What matters is not the outcome, but the quality of your decision at the moment it was made.

Train yourself to evaluate decisions over the long run, not just by one outcome. Life is a sequence of hands, not one final round.

In poker, players learn to detach emotionally from individual outcomes. Professionals don’t celebrate every win or mourn every loss, they measure success by decision quality over volume. That mindset is transformative in life too. You can’t control the cards you’re dealt, only how you play them. The moment you stop judging yourself by short-term outcomes, you start building emotional resilience, and that’s the real edge in a world driven by uncertainty.


♦ 2. Choose the Right Table

You can be the sixth-best poker player in the world and still lose if you sit with the top five. In life, the same applies. The table you choose, the industry, environment, people, matters more than your individual skill.

Money, opportunity, and luck flow unevenly. Some tables are deserts, others are oceans of abundance. Find the table where your effort multiplies.

The trick? Don’t let ego make you play at the wrong table just for status. Winning at a smaller table often beats losing at a bigger one.

Choosing the right table is also about environments that amplify your strengths. Some rooms reward speed and boldness; others reward patience and precision. Your growth depends on where your skills compound fastest. The smartest move isn’t always climbing to the hardest room, it’s finding where your unique edge is underpriced. A strong player in the wrong game loses. An average player in the right game can build a fortune.


♥ 3. Manage Your Bankroll — Time, Energy, and Reputation

In poker, your bankroll determines how long you can stay in the game. In life, your “bankroll” is broader: time, energy, health, relationships, reputation. Risk tolerance should change with your age and situation:

  • In your 20s — take asymmetric bets, explore, risk.
  • In your 50s — protect, optimize, and preserve.

Too many people go all-in emotionally or financially because they mistake courage for recklessness. The best players don’t risk survival. They calibrate exposure. Protecting your downside keeps you in the game long enough to meet luck halfway. In life, that means pacing your ambition. Taking risks you can recover from, not ones that wipe you out. You don’t have to win every round to win the tournament.

Not every move should be all-in.


♣ 4. Embrace Variance (a.k.a. Luck)

Unlike poker, life’s “variance” is asymmetric — upside can be infinite. A single decision, relationship, or startup can change everything. That’s why you want more variance in life — not less. Expose yourself to positive Black Swans, but stay resilient against losses.

Variance isn’t chaos. it’s opportunity disguised as randomness. In poker, luck evens out over thousands of hands; in life, it doesn’t. One lucky break, meeting a mentor, launching at the right time, saying yes to a project can define decades. The key is to increase surface area for luck: meet more people, test more ideas, say yes more often, while protecting your downside. You can’t force luck, but you can make it easier for luck to find you.


🎭 5. Learn to Bluff (and When Not To)

If people know you never bluff, you’re predictable. If you bluff too often, you lose trust. Master controlled unpredictability: reveal just enough truth, hold back the rest. In business and relationships, your ability to manage information is power.

Bluffing in life isn’t about deception, it’s about narrative control. Sometimes you need to project confidence before you fully have it. Every founder pitching investors, every professional interviewing for a dream role, bluffs a little not to lie, but to lead perception until results catch up. The trick is alignment: your bluff should point toward a truth you’re still building. 


⏱ 6. Play from Position

In poker, acting last gives you the advantage. You’ve seen everyone else’s move. In life, “position” is timing and context. Sometimes it’s better to let others go first, make mistakes, and reveal their hands — then act. Being early isn’t always the same as being right.

In life, position is often earned through patience. The second mover often learns from the pioneer’s mistakes and optimizes what already works. Google wasn’t first; Facebook wasn’t first; even Apple rarely was. Position is also about leverage: knowing when to act, with whom, and how much information you already control. Don’t rush to be the loudest, focus on being the most informed. Timing beats speed.


The Final Lesson

In chess, there’s always one correct move. In poker, there isn’t. You play optimally based on your resources, timing, and incomplete information.

This means there’s no universal formula for success — only context. What’s optimal for a 25-year-old startup founder isn’t optimal for a 50-year-old investor or a parent of two. Poker teaches adaptability — strategy must evolve as the table, players, and stakes change. Life is dynamic too: what worked yesterday may fail tomorrow. Your edge lies in awareness, not certainty.

So stop trying to find “the right answer.” Play the hand you’re dealt, make the best move you can, trust the process, and remember: life rewards those who understand and likes the game they’re actually playing.


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