> Of course, this changes the threat model a bit, since it now needs collusion from a store employee.
An employee? Or the store owner?
These terminals don't offer a choice of destination bank account, if you type $16.94 into Walmart terminal and hold it near Jenny's card the card will authorize $16.94 payment... to Walmart.
For an independent merchant (including e.g. franchise operators) in some sense that's their money in the merchant account, so it makes a little bit more sense, but I still don't think it really adds up. It's like opening a bar so you can get cheap booze, the economics don't make sense.
There are opportunities for insider crooks. In the UK for example there were a rash of what are morally skimmers built into chip card terminals. Here's how that worked:
You own one or more stores with shiny new EMV payment terminals. From an instructional video you learn how to prise open a common model of terminal without setting off its tamper detection. Then you use the huge space inside the terminal left for an optional security feature (never implemented because features costs money) to add a board that taps the communication to the card and uses a cell phone connection to upload it. You seal up the tampered terminal and install it at one of your busier stores.
Customer puts their chip card in, the terminal works as expected but unknown to them your modification stores the card details and transmits them to other crooks half way around the world.
The other crooks are making old-fashioned magnetic stripe cards with details that have been uploaded. They send small fry out with these bogus cards to buy stuff in a country that doesn't have EMV yet. The stuff is fenced, and you, back in the country with EMV, get say 10% of the proceeds for your contribution to this international crime.
Some people in the UK got prison time for this. International card fraud is easier to spot (this person bought groceries just outside Luton, then forty minutes later they bought a laptop computer in Hyderabad or Houston?) but until EMV is rolled out everywhere similar tricks will be done.