Wingspan
What is Wingspan?
Wingspan is the first payroll platform purpose-built for contingent work. It automates the entire contractor lifecycle—from onboarding to benefits—streamlining billing, payments, and compliance in one unified platform. Think of it as modern payroll made for the future of work.
Headquarters
New York City, USA
What You Get
- Effortless Onboarding: Self-service contractor portal, verification workflows, and W-9 collection reduce administrative burden.
- Automated Invoicing & Payments: Streamline AR to AP with auto-calculated pay, flexible payment schedules, and multiple payout options (ACH, card, wire).
- Compliance Made Simple: Automatic generation, filing, and delivery of 1099-NEC forms—plus a dedicated help desk for contractor support.
- Contractor Benefits: Provide workers access to business checking accounts, debit cards, curated insurance, and other financial tools—all without reclassifying them as full-time staff.
- Integrated Platform (“Flexible Work Cloud”): A one-stop solution offering payables automation, rapid payments, tax compliance, engagement tools, and more.
Built For
Companies that rely on freelancers, contractors, and gig workers—especially in industries like telehealth, staffing, media, and claims—seeking to scale with efficiency and compliance.
Why Choose Wingspan?
Because managing contract workers shouldn’t mean endless paperwork and risk. Wingspan brings everything under one roof—saving time, reducing churn, avoiding compliance pitfalls, and delivering a better experience for both operators and contractors.
Transform contractor workflows into growth drivers—with automation, transparency, and trust baked in.