Live webinar

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!

Register now

Meet the speakers

Wade Warren
Wade Warren
Kerri Florian
Kerri Florian

Customers running contractor operations on Wingspan

  • Safeguard Properties
  • Global Financial Impact
  • FinFit Life
  • Teladoc Health
  • Omni Interactions
  • CRU Group
  • Pacesetter Claims
  • Octave

Published stories from finance and tax teams

Safeguard Properties

Customer case study

Safeguard Turns 250,000+ Monthly Invoices into Effortless Payouts with Wingspan

Read case study
Global Financial Impact

Customer case study

How a small team automated 28,000 invoices and weekly contractors payments

Read case study
FinFit Life

Customer case study

FinFit Life turns to Wingspan to modernize back office and provide “life-changing” contractor benefits

Read case study