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Do You Need to File a 1099?
Form 1099s report payments made to contractors during the year. If you paid a contractor $600 or more within a calendar year, you must file either a 1099-NEC or 1099-MISC. Wingspan supports 1099-NEC as well as 1099-MISC filings for medical and health care payments (Box 6).

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Why File With Wingspan?

Full Automation: Transform days of work into hours with automation from W-9 collection through IRS submission and contractor delivery.

Built-in Compliance: Real-time TIN verification, automatic tax law updates, and detailed audit logs help you prevent costly errors.

Self-Service Portal: Contractors can access 1099s, view payment history, and request corrections through their own portal, reducing support load.

Smart Payment Tracking: Track $600+ thresholds, consolidate payment sources, and maintain audit-ready records year-round.

Enterprise-Ready: Manage large volumes of 1099s with multi-entity support and integrations with your accounting stack.

Effortless Corrections: Amend filed forms through digital workflows with automated IRS submissions and real-time status tracking.

Tax Season 2025 Checklist

Key Dates	Action	Recommended Steps
December 16, 2025	Review 1099 resources and confirm contractor data before generating 2025 tax forms.	Prepare for Outreach (by Dec 19) 1. Notify your contractors about upcoming communications from Wingspan. 2. Publish a support article outlining the tax timeline and your Wingspan partnership.
January 7, 2026	Generate tax forms and calculate 1099 statuses and amounts.	Review Information (by Jan 8) Resolve forms marked “Action required.”
January 17, 2026	Submission opens: Submit 1099-NEC and 1099-MISC (Box 6) forms to the IRS and initiate contractor delivery.	—
January 20, 2026	Recommended filing deadline to ensure delivery ahead of IRS due dates.	File and Deliver Forms (by Jan 20) 1. Review draft 1099s and confirm the selected form type (NEC or MISC Box 6). 2. Complete missing identity information. 3. Submit forms through Wingspan no later than January 20 to support delivery by January 31.

This guide is organized in 4 sections

Follow this guide for a streamlined 1099 filing process that keeps you compliant and delivers a polished experience for your contractors.

1. Guidelines for a Successful 1099 Season

Helpful tips and recommendations for payers filing Form 1099-NEC or Form 1099-MISC (Box 6) with Wingspan.

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In this section:

Communication Timeline & Guide: recommended communications to send to contractors and an overview of Wingspan’s outreach.

Contractor FAQs Template: frequently asked contractor questions that you can adapt to your own help center.

Contractor Experience Walkthrough: an end-to-end view of the contractor experience, from confirming tax information to receiving forms.

Payer Responsibilities & Support Ownership: delineates what Wingspan support handles versus what stays with your team.

Limitations of Wingspan Tax Filing: a checklist of scenarios we do not support.

Other Payer FAQs: common questions from payers about the 1099 experience.

What’s New for 2025: highlights updates for the 2025 filing season.

2. Preparing for 1099 Filing

Step-by-step walkthroughs to gather payments, onboard contractors, and set up filing preferences.

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In this section:

Configure 1099 Filing Settings covers dashboard settings, including selecting 1099-NEC or 1099-MISC (Box 6).

Bulk Uploading Contractors into Wingspan explains how to invite multiple contractors at once.

Bulk Uploading Off-platform Payments shows how to add external payments to your totals.

Adding Individual Contractors walks through onboarding a single contractor record.

Team Permissions for 1099 Management outlines access controls for admins and collaborators.

3. Generating & Managing 1099 Tax Forms

How to calculate amounts, understand statuses, and update 1099 details before filing.

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In this section:

Generating 1099 Amounts & Statuses covers eligibility calculations for both 1099-NEC and 1099-MISC (Box 6).

Understanding 1099 Statuses explains the lifecycle from Action Required through Accepted.

Contractor Information for 1099 Forms outlines how Wingspan determines which data appears on each form.

Updating Tax Forms details how to edit amounts, contractor details, and statuses when needed.

Split Tax Forms describes handling mid-year TIN changes.

4. Filing 1099s and Corrections

Submit finalized 1099s, deliver them to contractors, and manage corrections when necessary.

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In this section:

File 1099s outlines the submission flow for both 1099-NEC and 1099-MISC (Box 6).

Correct Tax Forms explains how to process corrections after acceptance.

State Filing summarizes state reporting considerations.

Split Tax Forms covers mid-year entity changes and how they appear in filings.