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Yes, tree roots can regenerate after they’re pruned or cut. In fact, trimming can stimulate new growth, especially in healthy trees. The tree’s roots can still grow back even after a tree is cut down, (and learning how to get rid of regrowing tree roots is a separate feat). Still, if you don’t wish to harm a tree, pruning the roots should be done with extreme care, and ideally by a professional.

It could be anywhere from weeks to years for a dead tree to fall. A dead tree falls based on its weight, how it leans, the state of its roots, the state of decay, and what local windstorms are like, among other factors. Since it’s hard to predict the fall’s timing, it’s important to cut down a dead tree quickly and avoid any unpleasant surprises.

If you’re taking down a tree that you don’t suspect is affected by disease or pests and it’s nowhere near your home or other structures, then calling in a tree company should work fine. However, anything more involved means an arborist is a better option. These pros have years of experience with tree removal and can safely take down trees located next to structures, and they have the tools, sanitization equipment, and experience to remove sick or dying trees without infecting nearby trees. 

If you have a strong back and a lot of patience, you can dig out a tree stump. You'll need to use a pointed shovel to dig out the soil around the stump, cutting away roots with a pair of clippers as you go. You’ve removed enough soil when you can access the taproot at the bottom of the root ball. After you cut that major artery with a saw or loppers, you should be able to roll the stump over and haul it away.