May 15, 2024:

Because Monopoly is almost entirely about first builder advantage, defeating the simplistic AI is typically just a matter of trading for the first "colour group", then housing up as quickly as possible. This creates a built-in bias toward the cheaper properties, where you can buy while keeping cash, build inexpensively, and start taking cash from the AI opponents. This in turn saddles them with a no-win scenario: even if they come to own the more expensive lots, they lack the cash to improve them.

The AI then attempts to create competitive balance by manipulating die rolls. The human player rolls many, many, many threes, fours, and fives. Goes to jail repeatedly; lands on Luxury Tax and Income Tax far more often than the computer-driven players.

There's a subtle strategy the human can employ. Let the opponents bid on the more expensive plots. They'll blow their cash fruitlessly acquiring Boardwalk for $700, which they're then unable to improve.

This is worth emphasizing for its analogy to Silicon Valley. Despite the mythology, the real Silicon Valley business model is all about first mover advantage. Be first to market, create barriers to competitor entry and barriers to customer exit. The heavens rain cash.

Be first.