New Form 1099 Rules for 2026: OBBBA Compliance & Filing Requirements

Event Overview

Live Webinar - January 22, 2026 | Speaker: Jason T. Dinesen, LPA, EA | 90 Minutes | HRCI, NASBA & SHRM-Approved Class

Staying compliant with Form 1099 requirements is becoming increasingly challenging as IRS regulations evolve and new rules under the Big Beautiful Bill (OBBBA) reshape how businesses must report payments. This webinar breaks down the latest 2026 Form 1099 compliance rules, giving you a clear, practical understanding of what’s changing and how to prepare.

Led by Jason Dinesen, widely known as “The 1099 Guy”, this session delivers a straightforward explanation of current Form 1099 expectations, due diligence obligations, and the upcoming Big Beautiful Bill changes and updates that will impact filing accuracy, thresholds, and audit readiness.

In just 90 minutes, you’ll learn how to strengthen your compliance process, avoid costly errors, and confidently manage W-9 collection, TIN validation, backup withholding, B Notices, and payments made through platforms like PayPal, Venmo, and other third-party networks. Every concept is presented in clear, real-world language so you can apply these strategies immediately.

This training is essential for professionals in accounting, HR, payroll, or small business operations who want a reliable, audit-ready Form 1099 process that protects their organization year-round.

Why This Webinar Matters
Form 1099 continues to be one of the most complex and high-risk areas of IRS compliance. With increased enforcement activity and expected threshold adjustments under the Big Beautiful Bill, even minor mistakes can trigger penalties, backup withholding issues, or IRS notices.

This session eliminates confusion by helping you correctly identify reportable payments, manage vendor documentation, track app-based transactions, and prepare for IRS filing changes through systems like IRIS and FIRE. If you want to avoid compliance pitfalls and streamline your Form 1099 workflow for 2026 and beyond, this training provides the tools you need.

Why You Should Attend
You will gain practical, actionable insights, including how to:

• Build a complete, audit-proof Form 1099 reporting process
• Implement due diligence steps for W-9 collection, TIN validation, and documentation
• Apply backup withholding rules when vendors fail to provide valid SSNs/EINs
• Manage CP-2100 letters and B Notices with confidence
• Stay ahead of Big Beautiful Bill changes and updates affecting thresholds and e-filing
• Strengthen internal controls to ensure full 2026 Form 1099 compliance

Who Should Attend

This session is ideal for:

• Accountants & Bookkeepers
• AP & Payroll Professionals
• HR & Compliance Leaders
• Controllers & CFOs
• Office Managers
• Small Business Owners

Anyone responsible for Form 1099 reporting or vendor compliance

Session Format
Live Webinar: Attend in real time and get your questions answered during the Q&A.

Recording & E-Transcript: Can’t join live? Receive the full session recording and e-transcript within 24–48 hours.

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