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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.

Sometimes, knowing when you need tree-trimming services is straightforward, and other times, you have to do some investigating. Some tell-tale signs that you should have your tree trimmed include:

• A poorly-formed tree with unruly branches, which makes the tree appear odd-shaped. 

• A tree with tall or large branches that interfere with power lines or your home’s exterior.

• A tree that provides too much shade in the yard due to branch overgrowth.

It can be bad to leave a dead stump in the ground. A stump becomes a hefty piece of dead wood in time and eventually (especially with the help of rain) starts to rot. That makes it a locus point for diseases and pesky insects, as well as a bit of an eyesore. It’s best to remove a tree stump completely before it starts to decay, especially before it starts to fall apart. If the tree was removed because of disease, it’s even more important to fully remove the stump if possible.

A tree growing close to a house can pose several risks, but removal isn't always the only or best solution. Potential problems include roots growing into the foundation and causing structural cracks, branches damaging the roof or promoting moss growth, and debris clogging gutters, which can lead to water damage. Trees can also provide access for pests and encourage mold. However, a small, healthy tree may not be a problem, and for larger, established trees, strategic trimming can be a cheaper and more beneficial alternative to removal. It is generally recommended to take action for trees within 10 to 20 feet of your home, especially if they are unhealthy or encroaching. Your best bet is to consult a professional arborist who can assess the specific situation and provide expert advice.