Buying a landscaping company in Southwest Florida

• A base of commercial maintenance contracts that renew year after year, spread across several associations and property managers.
• Tight routes: customers clustered so crews spend their day working, not driving between jobs.
• Upgrades, plant replacements and irrigation work sold to existing maintenance customers, which usually earn more than mowing.
• Licensed applicators on staff if the company fertilizes and treats for pests, so that work isn't at risk.
• Crew leaders who stay, and a dependable way to recruit and keep crew members.
• Equipment replaced on a schedule, so mowers and trucks don't all come due at once.
• Account managers, not just the owner, who know the commercial customers and their boards.

• The contract list: customer, monthly value, services, length, renewal date and cancellation terms. Associations put contracts out to bid regularly; ask when each is up next.
• How much rides on a few associations or property managers.
• The profit on each contract, since some large accounts are underpriced.
• Who holds the fertilizer certificates and pest control certification, and whether they'll stay. The pest control license depends on its certified operator, and each fertilizer certificate belongs to the worker who earned it.
• Labor: pay, turnover, how crews are recruited, and whether every worker is properly employed and documented. Florida requires employers with 25 or more employees to check new hires through E-Verify.
• The equipment list with age, condition and any debt.
• Storm cleanup revenue, which can inflate some years.
• Fuel, dump fees and yard waste disposal costs.
• Insurance claims for damaged cars, windows and sprinkler heads, which add up on mowing routes.

• How many maintenance contracts do you have, and how many renewed last year?
• Who are your biggest commercial customers, and when do their contracts come up for bid?
• Do you apply fertilizer or pesticides, and whose licenses cover it?
• How do you price contracts, and when did you last raise prices?
• How long have your crew leaders been with you?
• Beyond maintenance, how much revenue comes from upgrades, irrigation and installation?
• How has hurricane cleanup affected revenue in recent years?

This region covers Lee, Collier, Charlotte, Sarasota and Manatee counties on the Gulf coast and Hendry, Glades and DeSoto inland: Fort Myers, Cape Coral, Naples, Bonita Springs, Punta Gorda, Port Charlotte, Sarasota, Venice, Bradenton, LaBelle, Clewiston, Moore Haven and Arcadia. The coastal economy runs on people who choose to live or spend the winter here: retirees, seasonal residents, and the construction, real estate, health care, financial and home services that follow them. Tourism, golf and boating add to it.

Inland, the economy is agricultural: sugarcane around Clewiston, citrus, cattle and vegetables, with Immokalee in Collier County a center for farm work. The building trades, pool, landscaping and pest control companies, property managers, medical and dental practices, and marine businesses tend to do well along the coast.

This is one of Florida's most seasonal markets. From roughly January through April, restaurants, shops and service companies run at full speed. Summers are slower, so look at monthly revenue, not only the yearly total. The coast has taken two major hurricanes in recent years: Ian came ashore at Cayo Costa in Lee County in September 2022, and Milton at Siesta Key in Sarasota County in October 2024. Rebuilding brought a wave of work for contractors that won't last forever, so ask how much recent revenue came from storm repairs. Insurance costs and flood zones weigh on every property.

Housing costs near the coast make hiring hard, especially around Naples. New communities east of Interstate 75 in Lee, Collier, Charlotte and Manatee keep service companies busy.