RE: how often do you crash on your maidens?
Well, I'm not a beginner. So, maybe I'm not the person you expected to hear from. But I do test airplanes for other people regularly. Very often, the owner of a new ship is very nervous. So nervous, in fact, they prefer that a trusted friend take their new ship up and even suggest adjustments to suit their tastes. Over the years, I have test flown many airplanes. I can tell you this. If it looks anything like an airplane, then it will fly.
If you tend to experience crashes on the initial flights of new airplanes, then you might consider having someone else test them for you. ITs just a matter of nerves. ( and maybe a little matter of experience)