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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. 

Heavy amounts of snow could be a problem. In many climates, lots of snow on your rooftop can lead to freeze-thaw cycle that create ice dams, which can damage rooftops. But if you’re using shingle clips, this snow poses an additional problem: As it melts and freezes, it can easily dislodge clips you’ve placed on your roof.

You can clean snow off your roof after a fresh snowfall while it’s still lightweight, but brushing off snow can also dislodge your clips. If you get a lot of snow, then roof clips become less viable.

It's safe to hang Christmas lights from gutters with a few considerations. First, when installing the lights, follow safe ladder-use guidelines and avoid getting onto the roof. Second, for best results and the integrity of your lights, use clips to keep the bulbs away from inside the gutters where they could run into trouble with water or ice. 

If you need to visually inspect your Christmas lights to determine which are good and which need replacement, there are a few things to look for. First, look for discoloration, such as a dark spot or two on the inside of the glass. The spot is an indication of a burnt filament. Also, look for missing filaments, cracked bulb glass, and broken sockets.