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Pruning trees during the summer can be a bad idea because the new growth will take place during the hottest months of the year, which can stress your tree out. Similarly, pruning during the early fall can be a bad idea, too, because you’d be stimulating new growth when most trees are aiming to go dormant. 

Pruning recommendations will vary by the type of tree, but generally, waiting until winter to prune your trees is a good idea.

Your neighbor is not in a good position to know if your trees are truly dead or pose any kind of danger. That’s why hiring an arborist or tree service expert can be such an important part of the process. If the trees are still alive and don’t pose any threat, you’re in the clear (but you may want to document and photograph everything in case events turn sour down the road).

But if a tree is visibly dead and near the property line, you should remove it to be safe. If a dead tree falls on a neighbor’s property, they may have grounds to sue for negligence. If any branches on trees have died, it’s a good idea to cut them back for similar reasons.

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.

If a tree stump is removed properly, the chances of a tree growing back are low. However, if a tree has a robust root system, roots can sometimes sprout and someday grow into a tree. The chance of regrowth will depend on several factors such as the type of tree, soil quality, and strength of the root system. In general, it is not recommended to plant a tree where a stump was removed.