Wingspan vs. Bill
The Specialized 1099 Alternative to BILL
BILL is a generalist tool for paying vendors and bills. Wingspan is a specialized operating system built to automate the complex financial workflows of high-volume contractor networks.
- Instant IRS verification at onboarding to prevent B-Notices
- Fully managed IRS e-filing and digital delivery to workers
- Native health benefits and tax withholding for your 1099s
Trusted by businesses that run on contingent work.
Wingspan vs. Bill
Full Contractor Lifecycle Platform
Bulk Onboarding at Scale
Automated Tax Filing & Compliance
International Payments
Auto-Computed Payouts
Multi-Entity ERP Sync
Accounting System Integration
Real-Time TIN Verification
Tax Withholding for Contractors
Quarterly Estimated Tax Payments
Instant Payouts & Fee Control
Contractor Benefits & Retention
Contractor Self-Service Help Desk
Embeddable API / White-Label
Wingspan
Full Contractor Lifecycle Platform
Bulk Onboarding at Scale
Automated Tax Filing & Compliance
International Payments
Auto-Computed Payouts
Multi-Entity ERP Sync
Accounting System Integration
Real-Time TIN Verification
Tax Withholding for Contractors
Quarterly Estimated Tax Payments
Instant Payouts & Fee Control
Contractor Benefits & Retention
Contractor Self-Service Help Desk
Embeddable API / White-Label
Bill
Full Contractor Lifecycle Platform
Bulk Onboarding at Scale
Automated Tax Filing & Compliance
International Payments
Auto-Computed Payouts
Multi-Entity ERP Sync
Accounting System Integration
Real-Time TIN Verification
Tax Withholding for Contractors
Quarterly Estimated Tax Payments
Instant Payouts & Fee Control
Contractor Benefits & Retention
Contractor Self-Service Help Desk
Embeddable API / White-Label
Wingspan is the only platform that handles all the unique processes of contingent work at scale.
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

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.
Meet the finance and operations leaders raving about Wingspan.
“
The Wingspan system is incredibly seamless and has completely transformed the way Teladoc manages 1099 Provider Payroll.
Tricia McGimpsey
VP of Payroll, Teladoc
Industry
Telehealth
No. of Workers
10,000
“
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
Wingspan integrates with these tools + many more