Automate the Business of Delivery Operations

Wingspan helps delivery companies that rely on independent drivers scale efficiently by automating the full contractor lifecycle. Onboard drivers, process payments, ensure compliance, and reduce operational costs—all from one platform.

Request demo

80%

faster contractor payment delivery

Pay instantly and accurately

64+ hrs

saved each week in admin work and back-and-forth with drivers.

Streamline your operations

100+

hours saved onboarding contractors

Effortless Contractor Onboarding

Trusted by businesses that run on contingent work

No items found.

Streamline Driver Onboarding and Compliance

Onboard independent drivers with a seamless, easy-to-use platform that collects and verifies all necessary documentation—from W-9s to driver credentials—ensuring your workforce is compliant and ready to drive in no time.

Send Instant Payments with Full Transparency

Simplify and scale your payment operations with automated tabulation and processing.Wingspan delivers accurate payments 7x faster on average, providing full transparency into invoices, payment status, and deductions. Send instant payments to drivers, ensuring they get paid quickly and securely.

Automate Tax Verification, Filing, and Corrections

Wingspan automates 1099 creation, TIN matching, and tax filing, taking the stress out of tax season.

‍

Drivers can access their tax forms through a self-service portal, minimizing communication with your payroll team and eliminating errors.

Offer FTE-like Benefits Without Classification Risk

Retain top talent by offering access to financial and healthcare benefits without converting contractors to employees.

‍

Wingspan’s benefits suite ensures compliance while providing your drivers with the perks of full-time employees.

“The Wingspan system is incredibly seamless and has completely transformed the way Teladoc manages 1099 Provider Payroll.”

Read case study