Buying a personal services business in Southwest Florida

• A brand and reputation that don't rest only on the owner's name and face. A business named after its founder can still sell, but plan for a long handover.
• A steady referral network of venues, vendors, attorneys or other professionals that sends work to the company, not just to the owner.
• Staff who can deliver the service and manage clients without the owner.
• Written client contracts with clear deposits, cancellation terms and scope.
• Booked future revenue, such as signed weddings or events for the coming year.
• Good client reviews and few complaints.
• Systems for proposals, scheduling and payments, rather than everything on the owner's phone.

• How much revenue depends on the owner personally, and whether clients would stay with someone else.
• Bookings and deposits for future events, and how they're handled in a sale.
• Client contracts: cancellation and refund terms, and any disputes.
• Vendor and venue relationships: in writing, or only personal?
• Reviews and complaints, including any filed with the Florida Department of Agriculture and Consumer Services, which takes consumer complaints in Florida.
• Busy and slow seasons, and cash flow through the slow months.
• Any licenses required, and who holds them.
• Liability insurance, especially for events.
• How prices are set, and whether they've kept up with vendor and venue costs.
• How much the owner works, including nights and weekends, and who would cover that time after a sale.

• Where do most new clients come from?
• How many clients know you personally, and how would they feel about a new owner?
• What bookings and deposits do you have for future events?
• Who on your team handles clients from start to finish?
• What contracts do you use with clients and with vendors?
• Does any part of the business need a license, and who holds it?
• What does your slowest season look like?

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.