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A tree can grow back from its stump, but full regrowth is unlikely (especially for more stubborn conifer trees). Instead, trees are more likely to send up a number of shoots from the dead stump, which will try to develop into primary stems over time. In other words, it will start to look increasingly bushy. The goal of killing and drying out a tree stump is to prevent that from happening, as well as make the stump easier to completely remove.

You can shape a cherry tree by trimming vertical branches, dense branches, and intersecting branches. Your personal aesthetic comes into play, as well. If you want to simply thin and shape the tree, you can get away with trimming the aforementioned parts of your cherry tree. If you want to shorten branches, however, consider thinning cuts, which alter the length of the branches while encouraging light penetration, new buds and shoots, and a structurally-sound shape.

The typical lifespan of a Bradford pear is relatively short, only 15 to 25 years. However, these trees have issues long before their life is over. Due to their soft wood and fast-growing branches, Bradford pear trees often split around 15 years, making them a risk for falling branches and more prone to disease. 

The best plan of action for an unhealthy or unsafe tree will depend on its condition. An arborist can recommend whether trimming or removal is the right call for your tree. Preventive tree trimming can keep trees safe and healthy, so make regular tree trimming a part of your yard maintenance plan.