2025 tax season doesn't have to be chaos. Upgrade your 1099 process.

2025 tax season doesn't have to be chaos. Upgrade your 1099 process.

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Overview Contractor Lifecycle Contractor Verification Billing Payables Automation Rapid Payments Tax Compliance Contractor Help Desk Contractor Benefits International Payments Engagements

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Streamline Onboarding Automate Invoices & Payments Offload 1099 Filing Offer Benefits

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Lee @ Wingspan

For Contractors

What Contractors Need to Know About the 1099-K

Heads up: the reporting threshold is changing for 2025 and 2026.

For Contractors

How New Changes to the 1099-NEC Will Affect Contractors

Are you a contractor earning more than $600 per year? This affects you.

These Are the Biggest 1099-NEC Filing Challenges (And How to Solve Them)

Hint: the solution involves automation.

For Contractors

Why Liability Insurance Is Worth Buying for Claims Adjusters

It’s always good to have back-up.

For Contractors

Why Contractors Should Consider Accident Insurance

Reason #1: Occupational Accident Insurance can reimburse lost income

Take the first step in transforming your contingent work business.

Get free savings assessment

Automate the business of flexible work.

Platform

Overview Contractor Lifecycle Contractor Verification Billing Payables Automation Rapid Payments Tax Compliance Contractor Help Desk Contractor Benefits International Payments Engagements

Add-ons

Background Checks

Solutions

For Customers

Streamline Onboarding Automate Invoices & Payments Offload 1099 Filing Offer Benefits

Wingspan Embed Contractor Tools

Resources

Resource Library Integrations Interactive Demo Product Updates Contact Support Help Center Savings Assessment Form W-9 API Docs Status

Company

Our Story Careers Customers Trust & Security Pricing

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Labor Marketplaces

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