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Before you even start gutter cleaning with your pressure washer, you need to determine if there's too much debris clogged within the gutters to simply wash it out. Check for any trees surrounding the residence. If you spot any pine trees, it could be an indicator that needles are likely stuck within the spout. When you're ready to start, it helps if you have two people to do the job. One person can do a check by pouring water through the spout while someone else listens at the bottom to check if there's any blockage. If the gutter is clogged, you can clean it out with a plumbing snake or taking apart the spout if the snake doesn't do the trick.