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This webinar will cover the rules requiring W-9 documentation and 1099 reporting for various types of Forms 1099 including interest, dividends, PATR, real estate transactions, and the famous Form 1099-Misc. Learn how to establish an independent contractor relationship with the proper documentation. 

Under Section 2102 of the Taxpayer First Act, the IRS is developing an Internet portal that will allow taxpayers to file Form 1099 after December 31, 2022, electronically. Understand the rules and keep your company in compliance. Ensure that your records will stand the scrutiny of an IRS 3rd party documentation and reporting an audit. Avoid the onerous penalties for noncompliance and build the best defense against the 972-CG Notice of Proposed Penalty Letter.


  • What are the rules regarding paying and IRS reporting on independent contractors?
  • How do I avoid the IRS CP-2100 (B-Notices)?
  • What if my vendor claims exemption - must I obtain a W-9 anyway?
  • What are the best practices?
  • How can I minimize the risk of improper exemption claims by my vendors?

Get the answers to these and related questions to reduce your risk of huge penalties from the IRS


  • How can we best set up an independent contractor or bank customer in our payment system to ensure compliance with the IRS reporting rules?
  • Protocols for setting up new payees and vendors (ICs)
  • When to require a Form W-9 v. Form W-4 v. Forms W-8!
  • Review the current Form W-9 (released October 2018, or newer if applicable)
  • How to test the accuracy of the W-9 information with the IRS’s records – for free!
  • Who and what you pay determines whether you must report (1099 reporting)!
  • When and how to handle backup withholding?
  • When signatures are required on Form W-9!
  • Update on the latest changes to the forms, deadlines, and penalties
  • When you must electronically file your information returns!
  • How to set up electronic reporting to your payees!
  • Form 1099-Misc – detailed guidelines for proper use and classification of diverse payments on this form
  • How Merchant Card reporting on Form 1099-K affects your reporting on credit card payments!
  • How FATCA affects information reporting for U.S. persons!
  • Best practices for filing 1099s with the IRS – TIP: never file early!
  • The government wants to remove the exemptions – What does this mean to you?

This IRS regulatory compliance training will focus on the rules requiring W-9 documentation and 1099 reporting. Attendees will learn the best practices to ensure compliance with the IRS and avoid B-Notices.


  • Bank Managers
  • Compliance Officers
  • Information Reporting Officers
  • Tax Managers
  • CFOs
  • Controllers
  • Accounting Managers
  • Auditors
  • IT Managers
  • Compliance Managers
  • Risk Managers
  • All types of entities including For Profit, Not for Profit, and Government (Federal and State) – everyone who hires an independent contractor has reporting obligations

Brian G. Rosenberg, CEO of TRG Consulting, is a leading expert in AP automation and process improvement. He has over 15 years in the design of accounts payable shared service centers and nearly 20 years of experience with the implementation of accounts payable solutions. Mr. Rosenberg is also the chairman of the editorial board for Financial Operations Matters magazine and is a published author, and speaker, on procure-to-pay best practices.

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