Here comes the technical bit. Insurance law dictates you can only cover ‘fortuitous loss’. That is you can only insure something that happens by chance.
You cannot take out insurance for something you know will happen (life insurance even as there is no certainty you will die during the term of the policy and you can’t take out life insurance knowing that you will).
If you continually crash the loss becomes more certain than not and the insurer will get a bit fidgety about what they are covering.
Try phoning an insurer and say ‘I’m going out this weekend on my bike and I know that I am going to crash – will you insure me please’.
Also, think if you were the insurer. If someone called you up and said I know I’m going to crash my £2k bike this weekend will you insure me please, oh and I’m going to break a leg and be off for a couple of weeks so there will be some personal injury in there too.
How much would you want from them in premium?
Yes, some insurers make it very difficult to claim in the first place but that is a whole other topic which I’m not going to get involved in but that is different from an insurer who is continually paying out for someone crashing all the time…
Cheers
Danny B