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Most trees can be successfully transplanted while they are young, but pines, walnuts, and some oak tree varieties are more difficult to move because their root systems grow deeper than most other trees. Also, trees adapted to sandy soil with wide root systems like beeches, willows, and aspens are harder to dig out because their roots spread much farther out from the trunk. In these cases, unless the trees are very young and small, it’s a good idea to consult a tree planting professional.

While there is a lot of debate about whether boiling water is strong enough to kill tree roots, it is not best to remove the roots from large, old trees. You may be able to weaken young roots enough to remove them manually, but boiling water will likely not do the trick for large root systems.

Some trees, such as silver maples, birches, sycamores, and scotch pines, shed their bark naturally. If your tree is not one that does this, it might have fallen prey to pests, fungi, or diseases. It could also simply be suffering from an extreme weather change, such as a snowstorm or heat wave. If you’re still stumped, consulting with a pro can help you diagnose your tree’s specific problem.

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.