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Because this was an at-fault incident, the 500.00 deductible is your responsibility. You as the owner of the vehicle allowed your friend to drive the car to begin with. Your friend in all fairness should pay you the 500 dollars. Why is your friend's insurance paying you? Your own comprehensive/collision policy should pay you (less the deductible) and then "subrogate" the claim to your friend's auto or general liability insurance or sue him directly if he has no insurance and send you the deductible after they have collected.

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Q: If you allowed a friend to drive your car and he totaled it but his insurance company subtracted 500 from the check for the deductible why do you pay for his deductible?
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