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Yes, it’s always a good idea to fertilize your lawn before a major leveling project. This step gives your grass the nutrients necessary for healthy growth, helping it recover and replenish itself faster. However, you should do this at least three weeks in advance, as the leveling process can disturb the newly-applied fertilizer.

The average cost to have rototilling done on your property is around $250, and most homeowners pay between $100 and $350. The total for your rototilling project will depend on the area you need tilled, the quality of the soil, how many roots and shrubs are in the area, and the accessibility of the area. Anything that increases the time to till your soil—like hard clay soil, small entrances to the area that require the use of smaller tools, and roots running through the ground—will all increase your costs.

It depends on the model of your pool. You’ll always have to level the topsoil, but most vinyl-lined pools require an additional 1- to 2-inch layer of sand to protect the liner. This way, when a foot kicks down to the bottom of your pool, it’s not scraping the liner against the hard ground. If your pool isn’t vinyl-lined, you can skip this step or add a layer of another base material, like decomposed granite. Always check your manufacturer’s instructions before you begin.

For minor unevenness, you don't necessarily need to remove grass before leveling. You can apply a topdressing mixture to fill in low areas and even out the surface. However, for more significant unevenness or deep depressions, it might be necessary to temporarily remove the grass to ensure proper leveling and soil compaction. After filling and leveling, you can replace the grass or consider reseeding the area.