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I noticed linitx do a 2-PCI riser and some of the boards explicitly state they support 2 PCI devices.

I think the motherboard has to explicitly support this. The one I've got is a passive card and the leaflet that comes with it says that it only works in certain motherboards. The proper portable way to implement one is to use a PCI bridge chip which this one doesn't have.

Can't give you too much help on the other bits but chose your case carefully. Some of them are like jet engines taking off because of the tiny but incredibly high RPM fans inside. I've got a Travla C137 and it is one of the nicer looking ones which supports two PCI slots. The problem is the PSU inside has a very high speed fan which makes it very loud. Temporarily disabling the fan makes the thing nearly silent apart from the quiet hum of the CPU fan. Even turning down the speed doesn't really help.