Designated Driver for a Living - how to Insure?

I have an insured who's basically a DD for a living. If groups of people want a driver for the night, or a trip to the airport or whatever...they pay him a fee & he drives them around in their car.



Would their permissive use cover him? Obviously if anything fell back on his personal auto that would be excluded because he's doing something for a fee. He even has drivers under him at this point.



How would you even insure something like this?

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