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The best time to prune Japanese flowering cherry trees depends on where you live and the type of flowering cherry tree. Some trees benefit from being pruned toward the end of winter or early spring, after the last freeze. Meanwhile, other trees do well after blooming, in late spring or early summer. Avoid pruning your flowering cherry tree in the early winter, as this encourages open wounds that can lead to infections or infestations. 

Trees that flower in the spring—like dogwood, cherry, magnolia, and pear—should not be pruned during the winter. These spring-flowering plants grow buds on old growth, so you’ll actually remove what would’ve been gorgeous flowering foliage. Instead, wait to prune until right after they bloom, when the flowers fade.

You don’t always need a permit to grind a stump, but you might need one depending on your location and the stump’s surroundings. Permits are often needed if the stump is part of a protected tree species, near public areas or utility lines, or close to environmentally sensitive zones like wetlands. Some cities also regulate noise and work hours. Always check local rules before grinding, and contact your city or county office if you're unsure.

You’ll have to balance up the cost, the value of the tree (sentimental or otherwise), and the risk factors. An experienced arborist will help you understand whether transplanting is likely to be successful. The cost and hassle of transplanting a large, well-established tree are often not worth it, especially if the species is fast-growing and easy to source. The decision depends on the age and species of the tree, the conditions in the new site location, and how careful the company is when digging out and moving the tree.