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Yes, it is possible to pave over an existing driveway, but whether it's the right choice depends on several factors. If the underlying structure of your current driveway is still strong, concrete or asphalt resurfacing can be a cost-effective way to prolong its life. However, if your driveway has significant issues like potholes, deep cracks, or other inconsistencies, it is best to remove the old driveway and start from scratch. Key factors to consider include the current driveway's condition, the compatibility of the new material, the added thickness and height, and the necessary surface preparation.

Wet cutting is usually the preferred method. It controls dust, which helps protect your lungs and makes for a cleaner working environment. Plus, the water cools the blade, preventing overheating and prolonging its life while providing smoother, more precise cuts. The downside is the mess—water and asphalt sludge can be messy to clean. Dry cutting, though convenient if water isn’t available, creates a lot of dust, which can be harmful. This also increases the risk of blade damage due to overheating. So, if you have the option, wet cutting is the better method for most asphalt jobs.

You should contact your driveway installer before winterizing a newly installed driveway. Winterizing it before the asphalt or concrete has fully cured can damage the driveway. But in many cases, you don't need to winterize a newly installed driveway anyway since it's likely freshly sealed and won't have much damage yet. 

You can expect your asphalt pavement to last anywhere from 20 to 30 years, or 25 years on average. The life expectancy of your asphalt driveway depends on the climate, the amount of traffic, and how well you maintain it. While you can’t necessarily control some of these factors, you can control the amount of maintenance effort you put into your driveway. 

To prevent your asphalt from deteriorating prematurely, you should follow a good maintenance routine involving regular cleaning, reparation work, and resealing.