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Yes, rototilling has many benefits. Rototilling is a great way to aerate the soil in your garden, introduce fertilizer, and remove weeds from your soil to prep it for planting, so it is very often a worthwhile expense. You can get by without rototilling if you’re willing to use manual tools, but the work will take much longer and is very labor-intensive. If you’re looking to prepare your garden for planting or your soil for new grass growth, rototilling is relatively inexpensive and almost always worth the money.

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.

Water pooling, uneven surfaces, or basement leaks are indicators.

You should dig 3 to 6 inches deep for plastic edging. Dig as wide as you need to fit your plastic edging into it—2 inches is usually sufficient.