Suppose, for example, that Monty has the policy of only revealing a losing door if the player has chosen the winning door; if, on the other hand, the player initially chooses a losing door, then Monty reveals no door and makes no offer to switch, sticking the player with the loss. In that case, if you encounter the same sequence of events in Jeff's problem description, then switching always has zero chance of winning. With the opposite assumption -- that Monty only reveals a losing door if the player has initially chosen a losing door -- switching always has a 100% chance of winning.
Both Jeff and Marilyn nevertheless press forward with the unstated assumption that Monty has no choice in the matter. It turns out that this assumption is not only faulty, but it's also unrealistic: on the actual game show, Monty was under no such obligation.
I'm a little surprised that Jeff, who apparently has read up a little on the topic, didn't bother to grab the much better problem specification from the Wikipedia article.
There are two bucket containing a number of balls. A third of the balls contain iPhones inside, two-thirds contain only navel-fluff. The balls are mixed at random. You have to chose a single ball from one of the buckets.
Obviously the chance of any ball you pick to contain an iPhone is 1/3 regardless of which bucket you choose from - even if the buckets does not contain the same number of balls.
But when you decide on one bucket to pick from, the host takes the other bucket, and removes half of the balls. However, he doesn't remove balls at random - he primarily removes balls containing fluff.
After this you are allowed to reconsider your choice of bucket. I think it is pretty obvious now that there is a better chance of finding an iPhone if you chose from the other bucket, where the host have removed some of the fluff-balls.
The critical point in the Monty Hall problem is that the host eliminates a bad choice, but he always eliminates it from the set of doors you didn't chose. However, this is a subtle detail in how the store is told. If for example the host randomly choose between opening any door containing a goat - including potentially the one the protagonist chose if he happens to choose a door with a goat behind - then it doesn't improve the odds to choose a different door.