Mastering 1099-MISC Reporting: Rents, Royalties, Medical, and More
Human Resources

Mastering 1099-MISC Reporting: Rents, Royalties, Medical, And More

CWS2026326
100 Minutes
Mar 20,2026

10:00 AM PDT | 01:00 PM EDT

Overview

Are you confident in your ability to report complex payments on Form 1099-MISC? This in-depth webinar walks you through IRS requirements for reporting a wide range of payment types, including rents, royalties, payments to medical service providers, fringe benefits, board member compensation, and expense reimbursements. If you deal with vendor payments, this course will help you recognize what’s reportable and what’s not.

You'll gain practical guidance on collecting the right information using Form W-9, understanding when a payment requires a 1099-MISC vs. 1099-NEC, and avoiding the most common mistakes that lead to IRS penalties. This session is your roadmap to mastering compliance in today’s ever-changing reporting landscape.

Topics Covered:

  1. Key elements required to comply with IRS 1099-MISC reporting standards
  2. Identifying which payments (rents, royalties, medical services, fringe benefits, etc.) are reportable
  3. Navigating complex 1099-MISC box reporting for difficult payment categories
  4. When to use 1099-MISC vs. 1099-NEC
  5. What information must be collected from payees—and when reporting is not required
  6. Correct use of Form W-9 and when a signed version is mandatory

Your Benefits For Attending:

  1. Understand IRS compliance requirements and how to respond to inquiries
  2. Recognize when and how various payments are reportable on Form 1099-MISC
  3. Learn how to handle fringe benefits, reimbursements, and board compensation accurately
  4. Collect the correct information from payees to ensure proper reporting
  5. Determine when to use 1099-MISC vs. 1099-NEC
  6. Utilize Form W-9 properly to avoid errors and penalties

This webinar delivers actionable, real-world knowledge to help you stay compliant, avoid penalties, and streamline your reporting process—saving you time, stress, and costly errors.

Who Should Attend:

Finance professionals, accounts payable teams, compliance officers, and tax preparers responsible for 1099 reporting and vendor payment tracking.

Steven Mercatante


Steven Mercatante, TIR Consulting LLC, is the principal and founder of TIR Consulting, LLC. He is a nationally recognized leader in tax reporting education and consulting on specialized compliance issues. He has conducted on-site consultation for corporate clients from across the world and led countless seminars and webinars for Convey Compliance Systems, IAPP, Balance Consulting, The Accounts Payable Network, Accounts Payable Now and Tomorrow, Progressive Business Conferences, The Center For Competitive Management, and more.

He is also a published author, with numerous articles published on tax and financial law, and he has authored and published a series of tax guides on topics such as: W-9/1099 & W-8/1042-S compliance and reporting, payment cards, U.S. State & Local Reporting, worker compensation issues, international tax compliance, and more.
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