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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.

If you don’t cut down a dead, dying, or diseased tree, it can become a nesting place for pests like mosquitos, bees, beetles, wasps, fly larvae, and more. Some pests will live in the tree, while others will feed off the decaying wood. Unhealthy trees are also more likely to fall over, potentially injuring people and causing damage to your property.

It depends. Smaller, younger trees take longer to mature, but they're more resilient, their roots don't get as damaged during transplanting, and they recover faster. Plus, they're much more affordable to plant, and it's possible to DIY the planting. 

On the other hand, mature trees produce fruit faster and provide more shade and privacy immediately. Ideally, a small or medium tree is the better choice if you can wait a few years for it to mature. But if you need immediate maturity, a larger tree is the only option.

Whether you should remove the roots of a dead tree depends on whether they’re damaging nearby areas. For instance, if the roots continue to grow near sidewalks, driveways, or the foundation of your home, they can cause damage. If you want to plant something else in that spot, removing the roots can make it easier for the new tree or plant to grow.