Hi,

Yes you'd better wait awhile on the Giles 202. I don't see a problem with your friend who is expert to take it on it's maiden voyage. If the two of you have a buddy box system, I don't even see any harm with him flying the Giles and you making some gentle oval patterns as long has he can take control immediatly. I suggest that you find a nice low wing trainer to transition into the Giles. Good luck and happy flying!