Skip to main content

Betting Strategy Simulations: All-in, Fixed Bet, Martingale, and Kelly Criterion Explained

๐ŸŽฒ Betting Strategy Simulations: What Happens to Your Money Over Time?

When people hear about a “winning trading strategy” or a “high-probability setup,” they often imagine that turning a small account into a fortune is just a matter of repeating it over and over. But reality — and math — tell a very different story.

In this article, I’ve simulated four classic strategies used in betting, trading, and risk-taking:

  1. ๐Ÿ’ธ All-in Strategy

  2. ๐Ÿ’ต Fixed Bet Strategy

  3. ๐Ÿ” Martingale Strategy

  4. ๐Ÿ“ˆ Kelly Criterion Strategy

We’ll see how each behaves over hundreds of rounds with thousands of independent players — who goes bankrupt, who gets rich, and why.
All simulation code is open-source here: GitHub – handysofts/betting-strategy-simulations


๐Ÿงช How We Ran the Experiments

  • ๐Ÿ‘ค Number of players: 1000

  • ๐Ÿ” Rounds per player: 300

  • ๐Ÿ’ต Initial balance: $100

  • ๐ŸŽฒ Game: 50/50 coin flip

    • If heads: +100% (double your bet)

    • If tails: −60% (lose 60% of your bet)

For each simulation we tracked:

  • ๐Ÿ“‰ % of players who went bankrupt

  • ๐Ÿ† Top winner’s final balance

  • ๐Ÿ“Š Average final balance

  • ๐Ÿ“ˆ Trajectory of every player over time


1. ๐Ÿ’ธ All-in Strategy — The “Just One More” Paradox

How it works: You bet everything on each round. If you win, you double your balance. If you lose, you lose 60%. Then you repeat.

It’s the most tempting approach — after all, if you just win a few times in a row, you’ll grow exponentially. But here’s where the “Just One More” paradox kicks in:

You might double your money once, twice, even ten times… but eventually, one bad flip wipes out everything.

In our simulation:

  • ⚠️ Bankruptcy rate: ~99%

  • ๐Ÿ† Top winner: $3,465

  • ๐Ÿ“Š Average balance: near $0

Almost everyone loses everything. Only a handful of lucky players survive — but that’s randomness, not skill.


2. ๐Ÿ’ต Fixed Bet Strategy — Safer, but Still Risky

How it works: Instead of risking everything, players bet a fixed $20 each round. Wins and losses are smaller, and crucially, you can survive losing streaks.

Results:

  • ⚠️ Bankruptcy rate: ~4%

  • ๐Ÿ† Top winner: $2,132

  • ๐Ÿ“Š Average balance: above $100

Fixed bet reduces risk dramatically. You’ll still see many bankruptcies if losses cluster, but the distribution of outcomes becomes less extreme — and a few players steadily compound.


3. ๐Ÿ” Martingale Strategy — The “Double Down” Trap

How it works: After every loss, you double your next bet to recover. A win covers all previous losses plus one unit of profit.

This strategy feels unbeatable — until reality intervenes. A long losing streak eventually wipes you out, and it happens faster than you think.

Results:

  • ⚠️ Bankruptcy rate: ~27%

  • ๐Ÿ† Top winner: $4,792

  • ๐Ÿ“Š Average balance: above $100 

Martingale produces many small winners… and a few spectacular blow-ups.


4. ๐Ÿ“ˆ Kelly Criterion — The Math-Optimal Approach

How it works: Kelly betting calculates the optimal fraction of your balance to risk each round, maximizing long-term growth while minimizing the chance of ruin.

For our 50/50 +100% / −60% game, the Kelly fraction is about 30%. That means you risk 30% of your balance each round, scaling the bet as you grow or shrink.

Results:

  • ⚠️ Bankruptcy rate: ~0%

  • ๐Ÿ† Top winner: $2.86 B

  • ๐Ÿ“Š Average balance: above 1,000

Kelly outperforms all other strategies over the long term — slower growth than “all-in” in the short run, but far less chance of ruin.

The Kelly Criterion uses math to calculate the optimal bet size based on your edge and win probability.

Formula:

f=bpqb

Where:

  • pp => win probability
  • => loss probability
  • b => odds ratio (e.g. 1:1 payoff -> b=1)
The strategy maximizes long-term growth while minimizing bankruptcy risk.


๐Ÿง  Key Takeaways

  • ๐Ÿ“‰ All-in is a statistical death sentence — almost everyone goes broke.

  • ๐Ÿช™ Fixed bet protects capital but limits growth.

  • ๐Ÿ” Martingale feels safe but guarantees ruin eventually.

  • ๐Ÿ“ˆ Kelly is mathematically optimal and balances growth with survival.


๐Ÿ”Ž Explore the Code Yourself

All the simulation scripts are open-source. You can run them, tweak parameters, or test your own ideas here:
๐Ÿ‘‰ https://github.com/handysofts/betting-strategy-simulations


๐Ÿ“‰ Why This Matters for Traders & Investors

These simulations mirror real-world investing psychology. Many traders use “all-in” or “double down” approaches without realizing they’re playing a negative-sum game.
Kelly-style position sizing — or even fixed-risk strategies — may seem boring, but they are the foundation of long-term survival in markets.

Comments

Popular posts from this blog

Invert, Always Invert: Charlie Munger’s Secret Weapon

One of Charlie Munger’s favorite tricks for solving problems wasn’t something flashy or complicated. It was simple, almost childlike. He called it: “Invert, always invert.” But the story behind it goes back much further than Omaha boardrooms or Berkshire Hathaway meetings. From a Mathematician to an Investor In the 19th century, German mathematician Carl Gustav Jacob Jacobi often faced impossible problems. Instead of trying to wrestle them head-on, he flipped them around. If proving something directly was too hard, he asked himself: “What would make the opposite true?” Munger stumbled across this idea and immediately saw how powerful it was. If it worked in mathematics, why not in business, investing, or even life? He often quipped: “All I want to know is where I’m going to die, so I’ll never go there.” It sounds funny, but behind the humor is the essence of inversion: if you want to succeed, start by avoiding failure. A Dinner Conversation Imagine you’re at dinner with Charlie Mung...

๐ŸŒพ Why Billionaires Are Buying Farmland — The Real Reasons Behind the Land Rush

  ๐Ÿž Why Billionaires Are Quietly Buying Farmland and Vast Tracts of Land In recent years, some of the world’s richest people — including Bill Gates , Jeff Bezos , and Mark Zuckerberg — have quietly become major landowners. From farmland in the U.S. Midwest to tropical ranches in Hawaii, they are accumulating land faster than ever. But what’s driving this modern-day land rush? ๐ŸŒพ 1. A Hedge Against Inflation Farmland is one of the oldest and safest tangible assets . It generates real income through crops and leases while preserving value when inflation rises. As food prices climb, farmland values follow — making it a powerful inflation hedge for billionaires whose wealth is tied up in volatile tech stocks. ๐ŸŒ 2. Control Over Food and Resources Land means control of food production, water rights, and renewable energy potential . Bill Gates’s 270,000-acre farmland portfolio — the largest in America — reflects a push toward sustainable food systems and climate-friendly agr...

๐Ÿ‹ MicroStrategy vs. LTCM: Could a Fat-Tail Event Trigger a Forced Liquidation?

 MicroStrategy (MSTR) has become one of the most leveraged macro bets of our generation. Not through derivatives like LTCM in 1998, but through a simple conviction: “Bitcoin is the ultimate asset, and MicroStrategy will buy as much as possible.” ⚡️ Today, MSTR owns more than 650,000 BTC , but its real cost basis is now around $74k–$75k after continuous purchases funded by stock issuance and convertible debt. Meanwhile, Bitcoin is correcting ๐Ÿ“‰, and MSTR is down more than 60% with no clear bottom . This raises a powerful question: Is there a scenario where MSTR gets pushed into a liquidation — similar to how LTCM was forced to unwind during a fat-tail event? Let’s break it down. ๐Ÿ‘‡ ⚖️ LTCM vs. MSTR: Two Completely Different Leverage Profiles ๐Ÿ“‰ LTCM (1998) 25x–50x leverage on tiny spreads Relied on “stable” historical correlations ๐Ÿงฎ Daily margin calls When spreads blew out, they needed collateral immediately Forced fire-sale liquidation within hours ...