Can I cancel insurance on a financed vehicle if I have gap insurance?

In most cases, gap insurance is only applicable if the vehicle is totaled in an accident — not due to mechanical or motor issues due to wear-and-tear. So it would not apply in your situation.

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How do I handle insurance, tags, and title if I'm going to buy a vehicle from a private party through payments?

For the seller's security, a contract for the payments should be drafted and both you and the seller should have a notarized copy. Once the agreement has been signed by both of you then the seller should cancel the insurance coverage and registration on the vehicle as well as transfer the title to your name.
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