Buying a painting company in Southwest Florida

• Repeat commercial relationships: property managers, associations and businesses that call the company for every repaint. An association that repaints every several years is a customer for decades.
• An estimator other than the owner who wins bids at good margins.
• Crew leaders who run a job, manage quality, protect landscaping and cars, and talk to residents and customers.
• Experience with the coating systems that large exterior jobs often call for, and a record of honoring the warranties that come with them.
• A balance of residential and commercial work.
• Lifts, sprayers and scaffolding in good shape, and safety training for work at height.
• Strong recent reviews that keep homeowner leads coming.

• Revenue by customer type, and the share from the largest few customers, especially associations and property managers.
• How jobs are estimated (by square foot, by day) and the actual margins on recent jobs.
• Who does the work: employees or subcontract crews, how they're paid, and proof of their insurance.
• Warranties promised on exterior and coating jobs, and how often crews are called back for peeling or failing paint.
• EPA lead firm certification and records for any pre-1978 work.
• The condition of sprayers, lifts, scaffolding, pressure washers and vehicles.
• The workers' compensation claims history, especially falls and ladder injuries.
• Any roof coating jobs, and whose roofing license they were done under.
• Signed work not yet started, and association repaint bids still awaiting a decision.
• Paint supplier accounts, contractor pricing and any rebates tied to the owner.

• Who are your main commercial and association customers, and how long have they used you?
• How does your work split between residential, commercial and new construction?
• Who does the estimating and selling today?
• Are your painters employees or subcontractors, and how are they paid?
• What warranty do you give on exterior work, and how often are you called back?
• Is the company EPA lead-safe certified, and how often do you work on older homes?
• When are your slow months, and how do you keep crews busy then?

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.