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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.

It depends. Smaller, younger trees take longer to mature, but they're more resilient, their roots don't get as damaged during transplanting, and they recover faster. Plus, they're much more affordable to plant, and it's possible to DIY the planting. 

On the other hand, mature trees produce fruit faster and provide more shade and privacy immediately. Ideally, a small or medium tree is the better choice if you can wait a few years for it to mature. But if you need immediate maturity, a larger tree is the only option.

In the case that a tree is growing directly on your property line, the cost of maintaining the tree is shared and is the property of both owners in common. In this case, all decisions regarding the maintenance of the tree must be made jointly, and both parties must agree on a course of action. You will need to agree with your neighbor about the cutting of any roots before you carry it out, and your neighbor must also consult with you before doing any trimming. Coming to an agreement with your neighbor about any shared trees ahead of necessary trimming and maintenance will make this process much simpler.

Your local government is usually in charge of pruning trees on public property, and the power company is responsible for trees near power lines (even if they’re on your property). Whether or not they top these trees depends on their approach to pruning. You won’t be able to do much to control this, but you can contact them to find out more about their pruning process.