Maybe I'm reading too much into the original text, but when I said, "amount you can afford to lose," I intended an implicit "because you will lose it and then you will learn" that I think the author is also implying.
If you do a 9 week fake money stock pick'em exercise (say in a FINA class), people will follow it for exactly 9 weeks, some will lose, some will win, and everybody who doesn't win will take away "gee I should have picked better, that was obvious in retrospect" which obviously isn't the point.
With real money, I feel like you're more likely to learn the intended lesson. If it works out for nine weeks, you'll keep at it because it's actual money. You'll learn eventually.