Yup, it’s a rigged game, because it can’t not be rigged. Again, a distribution where all numbers are equally likely is completely impossible. We must find some other basis on which to assume a distribution.
What dollar amounts are truly extreme depends on the context. If it’s Jeff Bezos running the game, then dollar amounts in the thousands or maybe even millions of dollars might be perfectly plausible. If it’s the statistics teacher two doors down from me running the game, then even a thousand dollars is definitely “truly extreme”.
Let me give some concrete examples. Mr. C, the stats teacher, randomly picks a dollar amount x, somewhere in between $1 and $10. He puts x in one envelope, and 2x in the other envelope. He tells me that he did this. I take one envelope and open it. Should I switch to the other envelope? Well, obviously that depends on the dollar amount. If my envelope contains $3, then the other one could equally well contain either $6 or $1.50, and I’m better off switching. But if my envelope contains $12, then I absolutely know that the other one must contain $6, because, in this setup of the problem, it can’t contain $24, and so I know that I absolutely shouldn’t switch.
Scenario 2: Mr. Bezos randomly picks a dollar amount somewhere between $1000 and $10,000. He puts that amount in one envelope, and twice that amount in another envelope, and tells me that’s what he’s done. I take one envelope. Now, if I get $3000, I want to switch, but if I get $12,000, I don’t.
Scenario 3: The puzzle-runner picks some random dollar amount x between $0 and $1. He then flips a fair coin repeatedly until the first time the coin comes up heads (which might be after one flip, or might be after many flips). Call it y flips. He then puts y*x in one envelope, and 2*y*x in the other envelope. He tells me that he did all of this. Now, there’s no upper cap on the possible value of the envelopes, but smaller numbers are more likely than larger numbers. I open an envelope, and find that the amount in the envelope is some amount, call it $z. The other envelope could contain $0.5z, or it could contain $2z, but it’s more likely to be $0.5z. In fact, it’s twice as likely to be $0.5z as it is to be $2z. And so the expected value of the second envelope is (2/3)*0.5z + (1/3)*2z, which is exactly equal to z. In this version of the game, even after I look at the value I have, it doesn’t ever matter if I switch or not.
OK, those are all possible scenarios, which lead to different optimal behaviors. But what if the game runner doesn’t tell me how they picked the numbers? Then I have to guess how they did it, and depending on how I guess, I might use one strategy or another.