I would imagine that meticulously setting down the profile of how the flight is meant to happen, and considering all of the possible problems which may be encountered, will give you the starting point for what needs to be trained for. Make sure all conceivable contingencies are covered as well as normal operations.
Many years ago (as a child) I wrote to NASA asking them for details of how to become an astronaut (!) - I still remember one phrase that popped up in the discussion on training. They wanted "highly-skilled generalists" to emerge from the training programme.
If you start dabbling in manned flight, I can foresee some legalities coming into play more and more. These may have the biggest say in what training is needed.
Interesting idea anyway. What is the aim of the flight? Apart from going up and down? Though that is still pretty cool
Last year, my final year project at uni was the design and building of a High Power Rocket + Payload...great stuff
V1R