Automate the business of flexible work.

Wingspan offers companies that rely on contingent workers the tools to automate the full lifecycle of flexible work. 
Bill clients, onboard and pay workers, and stay compliant.

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Trusted by businesses that run on contingent work.

Wingspan is the only platform that handles all the unique processes of contingent work at scale.


Streamline and control onboarding and eligibility.

Stop wasting time chasing W-9s and give your workers an easy way to get verified.

Painless, comprehensive contractor onboarding
Self-service contractor portal that frees up your time
Robust policy management for multiple contractor groups


Automate invoicing and payments from AR to AP.

Save time making payments, ensure accurate payments, and enhance contractor satisfaction.

Auto-tabulate contractor pay and automate payments
Handle multiple payment rules and schedules
Fast, flexible payment options


Offload 1099 creation, filing, and delivery.

Reclaim your January with Wingspan managing your entire 1099-NEC process.

Convenient contractor help desk for questions and corrections
Automatically generate 1099-NEC forms
Secure, compliant filing and delivery

Worker Benefits

Provide access to big company benefits.

Offer the perks of full-time employment, without adding classification risk. Keep workers engaged and satisfied.

Free business checking accounts and debit cards for all workers
Licensed broker, curated insurance options
Financial tools to run their business

Meet the finance and operations leaders raving about Wingspan.

Our partnership with Wingspan has been transformational.
Lisa Zeeveld
CFO, BELAY Solutions
Virtual Staffing Solutions
No. of Workers
The best freelance payroll solution I’ve come across.
Jimmy Daly
CEO, Superpath
Media & Marketing
No. of Workers
We're growing our network of 1099s using Wingspan.
Srini Srinivasan
CFO, Fizz Social
Social Network Platform
No. of Workers
Wingspan helps us significantly cut the number of calls we receive from our 1099 adjusters.
Bret Peiffer
COO, CRU Group
Insurance Claims
No. of Workers
Wingspan helps us save costs on financial reporting, tax compliance and invoice management.
Bill Brassfield
CEO, Pacesetter Claims Service
Insurance Claims Adjusting
No. of Workers

An all-in-one flexible work platform 
that delivers real results.

Streamline your operations

saved offloading busy season work and automating your critical workflows.

Attract and retain talent

reduced churn by paying your workers faster and more conveniently.

Ensure compliance

avoided for each compliance breach related to misclassification.