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How many string lights can be on one outlet depends on a number of varying factors, including the total wattage of your circuit, the type of lights, the energy needs of the lights, and cord specifications. It’s better to play it safe here to protect your circuit, so figure out the max wattage of your circuit, compare that to the lights, and move on from there. Generally speaking, LED string lights require less energy than incandescent bulbs, translating to a higher number of lights per circuit. 

Christmas light cords are long, thin, and flexible—which makes them exceptionally prone to tangling. As you try to untangle the very merry mess, the light bulbs and sockets may catch on the cords, making it even harder to pull cords through the knots.

Christmas lights typically do not need to be grounded like electrical circuits in your home do. However, it's crucial to use outdoor outlets equipped with ground fault circuit interrupters (GFCIs) for added safety. GFCIs can help protect against electrical shocks and are recommended for outdoor electrical connections when using Christmas lights.

Most contractors will include removal of your lights in the price of installation, but it’s always a good idea to double check. Storage of the lights is often also part of the package when you hire an installation professional, since you might choose to use the same lights for several years.