Matt --
You make a great point! I'll see if I can work something along the lines that you suggest.
I actually collect obscure financial books, so can suggest a couple offhand that you might get some value from. One that should be widely regarded as a classic (but for some reason, isn't) is John Train's "Famous Financial Fiascos" which is well-illustrated and amusingly written. I would imagine you can find an inexpensive used copy quite easily.
I also found Donald Trump's "The Art of the Deal" to be quite an interesting read, primarily as an account of what it was like to be him during the 1980s. I wouldn't recommend it as a serious historical text, however.
I will see if I can pull a bigger list together and turn it into a post. Thanks for reading!
Will