Excluding like games that are exclusively stock market sims.
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Cryptocurrency trading is like a speedrun of stock market trading.
Railroad Tycoon 2 and 3. It has a pretty detailed financial system with dividends, bonds, economic cycles, short selling, margin buying, chairman elections, mergers, and competing investors and tycoons with decent ai. I’d give the edge to RT2 if stocks are your thing. I feel like the ai is a little sharper and the ui is a lot more interesting than RT3, though it is essentially the same system in both.
X3: Albion Prelude has a functioning stock market in there. I made some good cash with SETA on that.