Claim Your Free 1099 Filing for 2024

Modern payroll for businesses that run on contractors

Wingspan helps companies save time, improve retention, and stay compliant by automating the contractor lifecycle. 
Invoice clients, onboard contractors, send payments, and offer benefits. All in one place.

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Wingspan is a financial technology company, not a bank. Banking services are provided by Lead Bank, Member FDIC. The Wingspan Visa® Debit Card is issued by Lead Bank pursuant to licensing by Visa® U.S.A. Inc., both only available to eligible commercial entities. Terms and conditions apply.
Trusted by businesses that run on contingent work.

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Wingspan is the only purpose-built platform for businesses that run on contractors

Onboarding

Payments

Compliance

Worker Benefits

Onboarding

Streamline and control onboarding and eligibility.

Stop chasing down W-9s and eliminate compliance risk by giving  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

Payments

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

Compliance

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
Explore the Platform

Wingspan Flexible 
Work Cloud.

Payables Automation
Automatically compute payment amounts.
Rapid Payments
Multiple, instant payment options, like card, ACH, and wire.
Contractor Lifecycle
Initiate onboarding with an email, plus ongoing compliance control.
Tax Compliance
W-9 and 1099 for you. Automated tax withholding for contractors.
Billing
Generate invoices for you or your contractors with line item detail.
Contractor Verification
Built-in background checks and eSignature.
Contractor Help Desk
Dedicated support for your contractors across benefits, taxes, and more.
Contractor Benefits
Options for your contractors to purchase health benefits.

Meet the finance and operations leaders raving about Wingspan.

“
Our partnership with Wingspan has been transformational.
Lisa Zeeveld
CFO, BELAY Solutions
Industry
Virtual Staffing Solutions
No. of Workers
7,000
“
The best freelance payroll solution I’ve come across.
Jimmy Daly
CEO, Superpath
Industry
Media & Marketing
No. of Workers
100
“
We're growing our network of 1099s using Wingspan.
Srini Srinivasan
CFO, Fizz Social
Industry
Social Network Platform
No. of Workers
2,000
“
Wingspan helps us significantly cut the number of calls we receive from our 1099 adjusters.
Bret Peiffer
COO, CRU Group
Industry
Insurance Claims
No. of Workers
1,000
“
Wingspan helps us save costs on financial reporting, tax compliance and invoice management.
Bill Brassfield
CEO, Pacesetter Claims Service
Industry
Insurance Claims Adjusting
No. of Workers
3,000

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

Streamline your operations
$25,000

saved offloading busy season work and automating your critical workflows.

Attract and retain talent
20%

reduced churn by paying your workers faster and more conveniently.

Ensure compliance
$50,000

avoided for each compliance breach related to misclassification.