I asked on the AppleInsider forums to see if anyone had bought a Multi-Pass, so I'd know what the behavior is with regards to past episodes (see previous post for details). "Texas Flood" quickly responded with his experience. I went ahead and bought a Daily Show Multi-Pass, and sure enough it only downloads the most recent episode (so the shopping cart behavior is just a bad UI). Now... here's hoping they don't encode it incorrectly in the future. BTW, I got a response back from Apple about the encoding problem. They sent an unhelpful reply directing me towards the iTunes feedback page. Thank god there is an Apple Store a mile away, if I had to use the online tech support, I'd probably kill someone.