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You should not trim an oak tree in the summer. Oak trees are especially susceptible to disease, and open tree wounds are an invitation for beetles that carry tree-killing fungus. If there’s no risk that the oak tree will do damage to your property or hurt someone, it’s best to save the trimming for fall or winter. If you can, seal the wound with latex to prevent fungus from getting inside.

It is possible to cut down a tree on your property yourself, but it is generally not recommended unless specific conditions are met. You should only consider this project if the tree is small (e.g., under 4-5 inches in diameter and short enough that you don't need a ladder to reach the branches), and you are experienced in handling a chainsaw. The tree must also be located far from any power lines, fences, homes, or other structures. Even for small trees, the work can be dangerous, and it's always advisable to have a spotter to ensure the tree falls correctly and no branches fall on you.

For any tree that is large, requires a ladder to access, or is near electrical lines or structures, you should always hire a professional. Attempting to remove a large tree yourself is extremely dangerous, poses a risk of serious injury, and could result in significant damage to your property.

Before any tree removal, it's also important to check your local and state regulations to ensure the tree is not historic or otherwise protected by your city.

The best time to trim trees is in late fall through winter when the tree has slowed its growing for the year. Cold weather stops insects and fungal growth from attacking a new tree wound. Summer and fall are considered the worst times to trim trees, but it’s permissible in certain scenarios, such as tree disease, damaged branches, or small, aesthetic cuts.

For safety reasons, leaning trees are best removed by a professional, as they may often tear away from the hinge, causing you to lose control over where the tree falls. If you choose to cut down a tree leaning slightly, avoid cutting off root protrusions before you start. Make your hinge a little longer than usual by cutting it deeper (up to 30% of the diameter) and applying a wedge into the felling cut on the side the tree is leaning. Stand away from the direction the tree leans while making your felling cut.