Whether or not she wins will be decided by the courts, if it goes that far. It might be in your best interest to reach an agreement with your neighbor to avoid going to court. Since your boyfriend agreed to pay for the damages, he should make some attempt, no matter how big or small, to show that he does intend to make good on his agreement. You mentioned that your neighbor did not have insurance, so it may not be in her best interest to take this to court as she should not have let her car be driven while uninsured.

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