The first time I even encountered this problem was when flying my 50M Clipper. Until then it was never a problem, so how should I have learned this? Not from manuals because this stuff is not in the manual and certainly not from FD, because they could not care less apparently
What do you mean by "couldn't care less"? Insurance costs after losing a ship is a feature, not an unwanted side-effect.
And you're trying to tell me that you never ever lost a ship before being able to buy a 50m Clipper, yet still consider yourself a "mediocre or bad player"? [weird]