Earlier quoted context omitted.
best explanation i've heard is the game has 100 doors. you choose 1 of 100 possible doors. the host then opens 98 doors, all with nothing behind them. at that point it's much easier to see that you chances improve greatly by switching.
I always thought of this as a bullshit sleight-of-language problem. Realistically, it doesn't make a difference if you switch, because the chance of the prize being behind any door is 50%. The choice doesn't 'carry over' it's probability. You make a decision on one door out of 100. The odds are 1/100. Then all doors are eliminated besides one door and the one you already chose. the probability of the other door is 50…
The one you chose doesn't get those additional tests. If it's bad, that door had 98 chances where it could have been chosen to be opened by the host, and didn't get chosen. It's either a very lucky empty door, or the correct door.
You can take this all the way to the limiting case where you pick one out of infinite doors, where the probability of you getting it right is ~0. Then, you're presented with a second door, knowing that there's definitely a prize between the two. You're prior knowledge that there's no chance that it's behind the door you picked doesn't go away because you've been given a second door.
Hell, you can go even further, and say you pick between several doors known to be empty, then be presented with a second door and the knowledge that there's a winning door between the two. Your chances looking at the doors starting with two doors is still 50/50, unless you remember that your door is already empty