Square tracks team members, bookings, sales, and timecards. Wingspan manages worker records, checks, work, and pay. Each worker record is called a payee in Wingspan. It keeps the selected Contractor or W-2 type.
Your team chooses which Square workers sync. Contractors add Form W-9 and required files in Wingspan. W-2 workers use their own hire forms and payroll with withholding. Each worker has an assignment under a reusable engagement template. Readiness applies to that assignment.
Booking details provide context for planned service work. Your team confirms when the work is finished. A booking alone does not prove completion. Reviewed work and closed timecards sync to Wingspan work logs. Approving contractor work creates one amount owed. The worker sees an invoice. The payer sees a payable. Finance gives separate payer approval before pay.
Square sales and payouts track customer money. They stay separate from worker payments. Wingspan payment updates help your team match worker costs. Deposit confirmed means the sending bank or provider finished processing. It does not prove the worker bank posted funds.