I made a 'game' to help me son get some intuition for bet sizing: https://tools.encona.com/investor
For instance, if all I care about is satisfying your win conditions, and I am above $20,000, then I should just pass till the end. Similarly, if I have been unlucky (even with Kelly bets) for the first 14 rounds, I should go all in on the 15th round.
The target wasn't there in the original version... I'm embarrassed to say I asked Claude to do a bunch of general 'make this better' on a few of the items on that site, and didn't check the output closely :(