Working out EV is easy for casino table games, relatively easy for poker and extremely difficult for stocks trading.
The reason is pretty simple - probability of events are an important input to calculation of expected values. If the probabilities are off, expected value calculations will differ. Also, Expected Value works under the “law of large numbers” assumptions. That in turn brings into picture the “sequence of return” risk. Two drastically different sequences can lead to the same Expected Value but can have serious short ter…
Technically, EV has nothing to do with sample size. But I get your point that in sufficiently small sample sizes and/or sufficiently large bet sizes you might need to think about utility rather than expectation.