Free 1099 Filing

Ready for smooth coffee & a smoother tax season?

Claim your Starbucks gift card and schedule a demo to see how we make tax season a breeze. Plus, switch to Wingspan by December 31 to qualify for free 1099 filing in 2024.

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1-click creation and filing of Form 1099-NEC

Wingspan automatically generates your 1099-NEC forms and handles e-filing with the IRS and states. For contractors, Wingspan delivers their 1099s to them via mail and the Wingspan app.

Wingspan has verified W-9 data and knows what you’ve paid your workers, making it easy for us to generate all your 1099s with a single click.

1099 creation and filing workflow in Wingspan
Automated 1099 filing workflow

Automate all your work around tax season

Wingspan automates creation, reconciliation, filing and delivery of 1099-NEC forms.

With the knowledge of who you’ve paid and all their details, Wingspan handles the complete workflow automatically.

Free yourself from long email threads as Wingspan handles worker correction requests and correction filing all within the platform.

Audit-ready and built for scale

Wingspan provides audit logs that include correction justifications and TIN verification with easy IRS data-pack exports.

Easily handle high volumes of 1099. Wingspan scales when your team cannot.

Permissions and delegation of approvals lets you distribute 1099 duties across segment owners on large AP teams. Even sub-entities are a breeze with built-in access controls.

Audit-ready 1099 compliance tools
Contractor portal with 1099 reminders and corrections

Contractor portal with reminders and 1099 corrections

Contractors can easily download their 1099 from the Wingspan portal and see what payments make up their 1099 amount.

Wingspan keeps contractors in the loop during the process. Contractors get a reminder prior to filing to confirm personal information and 1099 delivery format. After filing, contractors can suggest a correction. Wingspan handles resolving suggestions and re-filing the 1099.

Free 1099 filing when you switch to Wingspan