I was playing a vanilla version of M2TW as Milan. It got me to think a bit about the starting decisions of 'buying' settlements from the other factions. The biggest problems seem to be the the HRE ownership of Bologna and Vienna that can be bought promptly. Then there is the French / English conflict with Caan and Angers and Rennes. This and many other deals are available on the first turn to be made against an AI faction flush with startup money. If this was the real world, the AI would be considered incompetitant to handle their own affairs.
Then there is the 'ploy' of paying cash today for a tribute that ties the AI faction with a treaty that AI is incapable of seeing thru to the end and thus suffers the loss of faith and cannot any longer be trusted. Perhaps you make it a part of a trade agreement to help the human player to think it is just good business.
There are more such ploys. I am certain of that. We claim the AI is stupid, but then we take advantage of the stupidity of the AI process to exploit our games. It seems a bit llike cheating at solitaire. Well it is cheating at solitaire.
So who resists the urge to play Monte Hall in your own version of "Let's make a Deal"? Yes, I know that there are modifications that make these deals less likely, but this is really about self control and imposing your own rules on how to enjoy the game. If all of the factions were played by real humans making the decisions, then these deals would never happen.
Maybe I should write an AAR that makes fun of all the exploits. A kind of written farce just for use at TWC. If so -- how about contributing to the cause with your favorite and outrageous exploits of a financial nature in this thread? Be specific. Be general. But, by all means give us your exploits. True confession time. The man with pointy hat will absolve you if you confess before all.