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Match the company to the job: design-build firms handle hardscape, drainage, and planting plans; maintenance crews keep established yards sharp. Ask for photos of projects a few seasons old (new landscaping always looks good on day one), confirm insurance, and get scope and plant list in writing.
A drawing or clear description, named plants with sizes and quantities, materials for any hardscape, irrigation changes, grading or drainage work, cleanup, and a warranty on plants and workmanship. Vague 'refresh beds' line items are where budgets leak.
Planting favors spring and fall in most regions; hardscape and drainage can run almost year-round. Good companies book weeks ahead in peak season — planning a season early gets better crews and calmer scheduling.
Full-service landscape contractors do — regrading, French drains, dry creeks, and downspout runs are core work. If water stands in the yard or against the house, fix drainage before spending on plants; the plants won't survive the problem.