I have filed and been reimbursed a number of times for claims on my previous policy. As Ned says, you must dot every i and cross every t. Anything missing or not in compliance (sending in a copy rather than a required original for example) and the claim will be rejected. I had some claims that took 3 submissions before I got it all right, but then immediately was reimbursed. Also, you must have an exclusionary policy, that reduces many of the hassles and gives you much better coverage.