Whether you’re preparing Forms 1099 for the first time or you’re a seasoned pro, the reporting landscape continues to shift—and the IRS is paying close attention. Penalties for even small mistakes are on the rise, and compliance deadlines are tighter than ever.
This power-packed webinar equips tax professionals, accountants, and finance teams with the essential tools and best practices to stay compliant, accurate, and audit-ready when issuing information forms and other information returns.
You’ll get up to speed on the latest IRS changes, including the safe harbor for de minimis errors, new filing and furnishing deadlines, and the expanded use of TIN solicitation and verification tools. We’ll demystify “B” Notices, backup withholding, and reasonable cause standards, and explore the practical steps to correct errors before they lead to costly penalties. We will also ensure that you understand the effects of legislations such as the Big Beautiful Bill on 1099s so that you can plan for upcoming changes.
Session Highlights
- Master the one and only thing “new” for 2025 forms you’re filing this month (excess golden parachute payments)
- Understand changes to the $600 threshold
- Prepare for Electronic filing updates — say goodbye to the FIRE system
- Learn about regulations relating to software as a service — could throw a wrench into your information return reporting
- Understand the proposed new Form W-9 with one major change relating to sole proprietors — but don’t start using it yet because it’s just a draft
- Demistify tips and overtime reporting and Form 1099 — a One Big Beautiful Bill item that will normally apply to employees, but could find its way to a 1099 now and then
- Ensure knowledge of various year-end/year-beginning compliance topics — in particular, what if you don’t have someone’s TIN and you need to send them a 1099 (sneak preview: you’re not going to like the answer), and state filing issues (don’t forget about possibly filing with the state)
Why You Should Attend
The IRS continues to ramp up enforcement and scrutiny of information returns, making Form 1099 compliance more important than ever. With penalties on the rise and new reporting rules in effect, this webinar gives you the confidence to avoid costly errors, implement effective due diligence processes, and provide value-added services to clients. Whether you’re in accounting, AP, tax prep, or compliance—this session offers the critical insights and practical tools you need.
Who Should Attend
This session is designed for accountants, CPAs, enrolled agents, bookkeepers, tax preparers, AP professionals, and attorneys responsible for vendor compliance, tax filings, and information return reporting.




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