1099 Filing Demystified: Expert Tips + Tech That Deliver

Date: December 18th

Time: 1PM EST

Tax season doesn’t have to be overwhelming. In this webinar, Kerri Florian, a seasoned accounting expert, will share her firsthand experience navigating the complexities of 1099 filing—covering IRS deadlines, common filing mistakes, and how to avoid costly penalties.

She’ll be joined by Product Manager, Wade Warren from Wingspan, who will demonstrate how Wingspan’s platform simplifies the entire process. Together, they’ll explore:

Key tips to avoid IRS penalties and ensure compliance.
The biggest pain points in 1099 filing—and how to overcome them.
How automation can save time and reduce errors.

Whether you’re a finance professional, an HR leader, or a business owner, this webinar will equip you with actionable strategies and solutions to make tax season smoother and stress-free. Don’t miss this chance to learn from the experts and see Wingspan in action!

Save your seat for the 30-minute session

We'll share the recording if you can't make it.

Meet the speakers

Wade Warren

Product Manager at Wingspan

Kerri Florian

Director of Accounting, Wingspan

As a senior accounting leader who has guided finance teams through the intricacies of 1099 filing, contractor onboarding, and compliance workflows at scale, Kerri Florian offers hands-on insight into what works, and what doesn’t, when managing flexible workforces. In this session, she’ll share actionable strategies to help your team stay efficient, accurate, and audit-ready as the gig economy continues to expand.

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