#1 Does it work with the newest I pod Touch the 5th generation?
No. The 5th generation Ipod Touch has the new style docking connector. The Go + Play is set up for the old style 30 pin connector. There are adapters available, but I don't know if they would work with the Go + Play. Of course, you can always connect through the earphone jack on the Ipod and the aux input on the Go + Play (remote control doesn't work when connected this way)