Re: How many times?
At this stage of the game, I would still be apprehensive about sitting atop a rocket on its very first trip to orbit. SpaceX themselves have had a rocket explode before it reached orbit, though their recent success strongly suggests they correctly identified the issue (a dodgy strut IIRC).
There will come, I hope, a point at which the risk is low enough that I would decide it is worth it to experience being in orbit... even if my first minutes in microgravity include me vomiting whilst a crewmate (or rather, flight attendant) pulls down my trousers and injects a syringe of anti-nausea medication into my buttock.
Biting the hand that feeds IT
