You can do a lot of mess even with a finite but large number of bets. Let's do it as story:
The devil appears to you and tells you that you only have one year left to live. But you are allowed to gamble for your time. Each time you do so, you have a 60% chance to reduce your remaining time by 30% and a 40% chance to increase it by 50% (the next round uses the result of the previous round). The only downside: You have to determine how often you want to gamble in advance.
You calculate the expectation value: 0.6*0.7 + 0.4*1.5 = 1.02. Your expected remaining time increases by 2% each round. Happily you decide to take this offer 1000 times, for an expected time of 400 million years. The devil accepts, uses a perfect random number generator and tells you that you have 96 femtoseconds left to live. Maybe you were unlucky? The devil gives you the option to try again. You accept. This time the devil calculates that you have 47 attoseconds left.
What went wrong? All the calculations are correct. The expectation value is indeed huge, but it comes from a tiny probability to live longer than the heat death of the universe, while most of the time (>99%) you get a lifetime shorter than one second, and the probability to live shorter than a year is larger than 99.99%.
The most likely value is 0.7
600*1.5
400 years = 10
-15 seconds.
This is similar to the systems discussed before: If you keep playing you have a very large chance to lose all and a small chance to win a lot. That is typically not what people want.
A related game is the
St. Petersburg paradox, where a game has an infinite expectation value for the player - but if you ask people how much they would pay to play it, you get very small numbers.
Instead of the expectation value, it is often better to look at the expected logarithm of the outcome. This leads to the
Kelly criterion. The summary: If you don't have a positive expectation value, bet nothing. If you have a positive expectation value, only bet a small fraction of what you have. If you could do this in the game above, you would only bet 2.5% of your time every time. That way you are very likely to get a large result after a large number of games.