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Typically, the best type to trim bushes is when they’re dormant. Winter and late fall, potentially even early spring are the best times to trim your bushes. These seasons allow you better access to the branches, as all leaves are gone and the branches are more brittle, making the trimming process easier. 

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.

If you don’t remove a bush properly, it’ll come back each year. Removing the root system entirely is the only way to ensure the plant doesn’t have a chance to grow back. You can also use natural weed killers or you can choose to suppress the area with landscaping fabric. Additionally, consider planting alternative, non-invasive vegetation to deter the return of thorn bushes.

The best way to clean an overgrown yard is to create a multi-stage game plan, from clearing out the debris to cleaning up the edges around hardscaping and landscape curbing. Get rid of yard debris like worn furniture and broken tools first, then start trimming and raking what’s left. Mow the grass, trim the hedges, and rake leaves away. Once that’s complete, move on to more detailed work, like pulling weeds and replanting gardens.