By context I mean that the problem, as presented, makes you think in the incorrect context. The presentation makes you think in terms of solving for the second cup-choice probability when the actual question is one of overall probability based on the original three-cup configuration.
As far as I can see, the presentation is about as clear and simple and straightforward as can be. How would you present it more transparently?
If you want to be painfully technical about it, there are actually three seperate probabilities to be calculated. First is the probability you will choose the right cup from the original three on the first pick (1/3). Second is the probability you will choose the right cup from the remining two on the second pick (1/2). Third is the probability you will choose the right cup on the second pick, but from the original three choices (2/3).
I think we can all agree on that first one. The third doesn't seem to make sense here, since the second pick isn't a choice between three cups; it's a choice between two. I think the second one is correct, if you are asking about the odds that a person will choose correctly on the second stage of the exercise. After all, there are six possible scenarios, and a correct choice will be made in three of those.* But Iain didn't ask, "What are the odds that you'll pick the right one?" He asked how holding or changing would affect your odds.
Finally, you seemed to disagree with my statement about the 2/3 probability that the 20 is in the other cup. Could you explain?
*I pick cup #1, it's in #1, I stay with #1, I win.
I pick cup #2, it's in #1, I stay with #2, I lose.
I pick cup #3, it's in #1, I stay with #3, I lose.
I pick cup #1, it's in #1, I change cups, I lose.
I pick cup #2, it's in #1, I change cups, I win.
I pick cup #3, it's in #1, I change cups, I win.