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Generally, avoid trimming trees in the summer (with the exception of pruning fruit trees as needed). Trees use a lot of energy in the summer, most of which is relegated to new growth. If you chop it too early, you could stunt the next season's growth. Again, when in doubt, do some research based on the specific tree type.

The best time to transplant a tree is when it is dormant. For many trees, this means either in the fall after the leaves have dropped (around October or November) or in early spring before new growth begins (around March). The ideal timing can depend on the type of tree. Deciduous trees do well when moved in early spring or fall, while evergreens are best transplanted in early spring or late summer. For example, pine trees are best moved in early fall, but maples prefer late fall. Avoid transplanting in winter, as the frozen or hard, cold soil poses a significant risk to the roots and prevents the tree from acclimating properly.

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. 

It depends on the problem, the affected part of the tree, the risk of the pathogen spreading, and the overall health of your tree. Many diseases, fungal infections, and insect infestations can be successfully treated, especially if the issue is only in a few branches. However, if a disease is too widespread, too severe, too easily spread, or in the roots, the tree will likely need to be removed.