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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.

Pruning trees during the summer can be a bad idea because the new growth will take place during the hottest months of the year, which can stress your tree out. Similarly, pruning during the early fall can be a bad idea, too, because you’d be stimulating new growth when most trees are aiming to go dormant. 

Pruning recommendations will vary by the type of tree, but generally, waiting until winter to prune your trees is a good idea.

A dead tree should always be cut down, because it could fall and cause injuries or damage, and it can also attract insects like carpenter ants. A tree that’s diseased beyond repair should also be cut down, but it’s not always easy for a homeowner to tell. Signs of disease include dying branches, a hollow trunk, leaning, and discolored or missing leaves, but your best bet is to hire a local arborist who can evaluate the tree and tell you if it can be saved or should be cut down.

You may wonder whether tree removal is tax deductible: Tree removal is not tax-deductible for homeowners unless it's related to a federally declared disaster. In that case, the cost may qualify as a casualty loss. However, if you own a commercial property, like a rental home, tree removal could be deductible if it's necessary for safety, maintenance, or part of a larger capital improvement project, and you must hire a professional tree removal service and keep documentation. Always consult a tax professional beforehand to see if you qualify.