🎲 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:
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💸 All-in Strategy
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💵 Fixed Bet Strategy
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🔁 Martingale Strategy
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📈 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
🧪 How We Ran the Experiments
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👤 Number of players: 1000
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🔁 Rounds per player: 300
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💵 Initial balance: $100
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🎲 Game: 50/50 coin flip
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If heads: +100% (double your bet)
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If tails: −60% (lose 60% of your bet)
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For each simulation we tracked:
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📉 % of players who went bankrupt
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🏆 Top winner’s final balance
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📊 Average final balance
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📈 Trajectory of every player over time
1. 💸 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:
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⚠️ Bankruptcy rate: ~99%
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🏆 Top winner: $3,465
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📊 Average balance: near $0
Almost everyone loses everything. Only a handful of lucky players survive — but that’s randomness, not skill.
2. 💵 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:
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⚠️ Bankruptcy rate: ~4%
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🏆 Top winner: $2,132
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📊 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. 🔁 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:
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⚠️ Bankruptcy rate: ~27%
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🏆 Top winner: $4,792
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📊 Average balance: above $100
Martingale produces many small winners… and a few spectacular blow-ups.
4. 📈 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:
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⚠️ Bankruptcy rate: ~0%
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🏆 Top winner: $2.86 B
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📊 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:
Where:
- => win probability
- => loss probability
- b => odds ratio (e.g. 1:1 payoff -> b=1)
🧠 Key Takeaways
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📉 All-in is a statistical death sentence — almost everyone goes broke.
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🪙 Fixed bet protects capital but limits growth.
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🔁 Martingale feels safe but guarantees ruin eventually.
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📈 Kelly is mathematically optimal and balances growth with survival.
🔎 Explore the Code Yourself
All the simulation scripts are open-source. You can run them, tweak parameters, or test your own ideas here:
👉 https://github.com/handysofts/betting-strategy-simulations
📉 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.





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