Hi,
I have done around 5000km and have only suffered a broken spoke on the motor, the motor is water proof in my experience however the controller is very vulnerable to water.
It seems to me that the 36V 750W motor and the 48V 1000W motor are identical, but I don't know about the 500W as I never had one.
The controller can get very hot without air flow, so I am dubious about the plastic box.
As far as I know the cycle analyst can be used, but there are no outputs or inputs specificaly for the cycle analyst.
I think that given the savings that can be made GM is worth the extra hassel you my have in building and maintaining your bike.
Phil