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A Step By Step Guide To Simplifying Your 1099 Filing With Wingspan

By 
January 18, 2024

We're less than two weeks away from the 1099-NEC filing deadline, which for many companies, becomes an administrative nightmare with HR, accounting, and finance teams sifting through stacks of W-9 forms and painstakingly confirming payment records.

We work almost exclusively with companies that deploy large contingent workforces, so we’ve  heard first-hand the hassle and horror stories that January brings for companies that create, verify, and file 1099-NEC forms with traditional methods.

Instead of running manual processes that break down, purpose-built tooling like Wingspan offers a single platform that automates the full contingent work lifecycle, making it easy to bill clients, onboard and pay contractors, and file 1099s. 

This is all we do, and finance leaders love us for it. Here’s how we can help simplify your 1099 filing: 

Real-time W-9 collection and TIN verification

With Wingspan, you don’t need to send endless emails to your contractors to collect W-9 information anymore. Just share each contractor’s email once, and our platform will automatically request their W-9s and cross-check their TINs with the IRS database. If verification fails, Wingspan immediately triggers a notification to prompt the member to re-enter an accurate TIN.

The entire process unfolds in real time while contractors go through onboarding, so you won’t have to spend time verifying and correcting critical information in a rush to submit your 1099s. 

Creates 1099-NEC forms in one click 

Our platform auto-calculates payment totals from past transactions and integrates with financial tools to pull imported payments data. With this combined reporting, our platform generates accurate, reliable 1099-NEC forms in one click. 

Wingspan also minimizes 1099 compliance risks with automated contractor classification. By detecting which workers are eligible for 1099-NEC forms, our platform helps ensure proper federal tax classification.

Easy review and correction of 1099-NEC forms 

Wingspan keeps contractors in the loop during the 1099 process to make any corrections easy to address. 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.

Track the 1099-NEC review process by using Wingspan to: 

  • Assign contractors to team members
  • Set role-based access to documents
  • Organize 1099-NEC forms by company divisions or teams
  • Review a log of 1099-NEC form changes

Designed for cross-functional collaboration, Wingspan is ideal for organizations managing a network of non-employee contractors. 

Files and delivers 1099-NEC forms in one-click

Once your 1099-NEC forms are ready, Wingspan delivers them directly to contractors and e-files the documents with the IRS and state agencies. 

Our platform delivers 1099-NEC forms to contractors electronically and tracks each document’s delivery status for complete transparency. Wingspan also offers a mailing and tracking system for contractors who opt into physical delivery.

Serves as the first line of contractor support

Fielding questions from contractors during the 1099 season is costly, burdensome and time consuming. Let Wingspan help by assisting your contractors with common questions. Our platform will only escalate issues to your team when necessary. 

Here’s a breakdown of 1099-NEC filing questions from contractors Wingspan can answer:

  • Can you change the address on my 1099-NEC?
  • When will I receive a copy of my 1099-NEC?
  • How can I check my mileage for tax deduction purposes?
  • Can I update my TIN?

Wingspan also offers an intuitive, self-service portal for contractors where they can download their 1099-NEC forms and check their payment amounts. With this feature, you can say goodbye to endlessly answering contractors’ questions over email. 

Prepare for 1099 filing with the help of Wingspan

Manually managing contractor data across disparate platforms requires substantial effort and increases the risk of missing the 1099-filing January deadline.

It’s time to offload your 1099 processing to Wingspan and let us own compliance on your behalf. Designed for scale, the platform automates the full contractor lifecycle, from onboarding to audit logs. Wingspan accumulates all of the necessary data to create 1099-NEC forms in one click. 

Handling 1099 filing with Wingspan just takes two steps: set up your account and notify your contractors they should expect communications from Wingspan. 

If you’re interested in getting your 2023 1099s filed for free, we’re running a limited-time promotion that ends next week.

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