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Because our time to work is so small, I am primarily concerned with getting the person to work fast.

Have you discussed the cost of workers' compensation insurance with your insurance agent?

What about general liability insurance? If your employee steals something or breaks something, you will likely be responsible. This additional exposure may increase the cost of your general liability insurance. Or it could get worse. The employee may make a copy of one of the house keys for a relative who later burglarizes the house or assaults the vacationers inside. Hiring people who will enter the private residences of others is a serious step, consider it carefully.

What about transportation issues? Will the employee be driving her own vehicle to the houses to be cleaned? If she has an accident traveling between houses, the risk may be on you, as she was on company business rather than personal business. If her tires were bald or brakes were bad and you hadn't taken reasonable steps to inspect her vehicle, things could get much worse.

Make sure you discuss these things with a knowledgeable independent insurance agent?

Do you work directly for the owners or for a rental agency? A good vacation rental agency should require background checks on your employees. Do you plan to perform background checks?

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