If this seems interesting for you remember that if you are putting $100 in a 99 to 1 bet you need to win 100 times to get $100 but only need to loose 1 time to loose $100.

And the chance of losing at least once in a 99% sure bet after 100 rounds is around 60%. Even if you reduce to 30 rounds it still is around 30%.

This may seem smart at first glance, but the math doesn't really checks out.

In your scenario you're assuming the dice rolls are all independent. If polymarket bets were all pure dice rolls the 60% odds you quoted would be true.

But they aren't independent there are a lot of correlations. Global geopolitics for example.

The way the math works out, 73% of markets resolve to No, If you buy No at 0.73 each time you would break even.

Not financial advice of course