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The best time to plant a privet hedge is autumn, ideally October or early November. Fall is the best time to plant privet hedges because young plants need plenty of water to jump-start their growth, and it typically rains more during this season. However, you can also successfully plant privets in the spring.

It is possible to plant a tree over a ground stump if it was ground very deeply. However, it is typically best to plant elsewhere so your new tree has room to establish a strong, healthy root system. If you want to plant a tree in the same spot where you currently have a stump, you may want to consider other options, such as stump removal.

Yes, you can landscape in the rain, but you should take some precautions to keep yourself and your tools safe. Avoid using electric landscaping tools during rainfall, and don’t mow, thatch, aerate, or rake in the rain, as your tools can more easily tear out roots in the loose soil. Be careful when working on wet grass, and take your time to avoid slipping. Avoid putting in new plants before a particularly bad storm, as heavy rain and strong winds can damage or uproot plants that aren’t yet established.

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.