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Yes, it is highly recommended to remove tree stumps. Leaving them in the ground can lead to several problems, as they are not only unsightly but can also reduce your property's value. Stumps can obstruct landscaping plans, make mowing difficult, and hinder new growth. More importantly, they are prime breeding grounds for pests like termites, ants, and mice, which can spread to your home and cause costly damage to its wood and foundation. Stumps also attract fungi and diseases that can infect other healthy trees and plants in your yard. As a stump decays, it might sprout new, unwanted shoots. While removing a stump is an investment, it prevents these potential issues and enhances the safety, health, and appearance of your landscape.

It depends on where you live—but in most areas, leaves begin falling in September and continue falling until January or February. Warmer regions, such as Southern states, may see leaves fall a bit later in the calendar year. It also depends on the type of trees in your yard and their maturity. 

The fastest ways to remove a tree stump are by grinding it or burning it.

Stump grinding is often the quickest method, with professionals able to chip away a stump and its roots within a single session. You have the option to hire a professional stump removal service or rent a stump grinder to do it yourself. However, it's important to note that these machines can be large, difficult to transport, and dangerous to operate without prior experience. For safety reasons, hiring a local arborist or landscape specialist is often recommended.

Burning is another fast option. Before you begin, check your local burn laws. The process involves drilling holes into the stump, filling them with vegetable oil, and waiting 24 to 48 hours. Afterward, you can add charcoal bricks to the surface and light the fire, which must be attended at all times.

For a more affordable but much slower alternative, you can use potassium nitrate pellets to accelerate the natural decomposition process. This method typically takes four to six months.

Ideally, you should wait to prune until trees have gone dormant in late fall to early winter. The worst times to prune trees are early fall and late summer, as pruning them so close to dormancy makes it difficult for the tree recover before it goes dormant for the season.