1. Guidelines for a Successful 1099 Season

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In this Section (Table of contents):

• Communication Timeline & Guide: recommended communication for you to send to your 1099 contractors and the communication Wingspan will send.
• Contractor FAQs Template: lists frequently asked questions from contractors you can publish in your own help documentation.
• Contractor Experience Walkthrough: overviews the 1099 experience for your contractors including confirming their tax information and receiving 1099 forms.
• Payer Responsibilities & Support Ownership: describes the types of questions handled by Wingspan support, and what will be escalated to your team.
• Limitations of Wingspan Tax Filing: documents the limitations of Wingspan's 1099 filing experience.
• Other Payer FAQs: answers to other common questions from 1099 filers / payers.
• What’s New for 2025: how the tax filing experience is changing in 2025.