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Thank you for reply.
I thought about that too. I didn't think that it was necessary to paid in full up front .
For family, yep. For a true business, nope.
Enterprise will collect either a credit card or deposit in advance and will chase your father down if he some how tries to avoid paying.
Family will probably forgive the debt as soon as the insurance company pays.
The first is true expense and can legitimately be paid by an insurance policy that provides coverage. The second is a sham and may constitute insurance fraud. Even in the second case, you better make sure that your rates are in line with the industry.
Finally, since you are renting your car out, does your own policy cover this?