Recorded on January 29, 2026, this in-depth course addresses critical updates to information return reporting for both 2025 and 2026. The session covers revised dollar thresholds, the IRS transition from FIRE to IRIS, and expanded treatment of digital transactions and cloud transactions, including SaaS, under final and proposed regulations.
Participants will receive enhanced instruction on Form 1042-S, with a focus on sourcing of services, cross-border payments, and the absence of dollar thresholds, corporate exceptions, or credit card exceptions. The course also reflects updated draft W-9 guidance as of January 29, 2026, including proposed SSN-only requirements for sole proprietors and the potential need to re-solicit W-9s to ensure accurate reporting.
The session further incorporates expanded electronic delivery rules for 1099 statements and updated state filing considerations, including new cautions about relying solely on IRS Publication 1220 for combined federal/state filing participation.
Learning Objectives
After completing this course, participants will be able to:
- Interpret revised 1099 reporting thresholds for 2025 and 2026
- Analyze the impact of the FIRE shutdown timeline and IRIS transition
- Classify digital and cloud transactions for information return purposes
- Apply Form 1042-S rules to foreign and cross-border service payments
- Assess draft W-9 changes and related vendor documentation risks
- Apply updated electronic delivery requirements for recipient statements
- Evaluate multi-state filing issues and CF/SF participation risks
This course counts for 2 Hours of Federal Tax Law for IRS Continuing Education.
About the Presenter:
Jason Dinesen (EA, LPA) is a tax nerd, entrepreneur, tax expert, and a well-known presenter of continuing education courses.
Known for his sharp tax interpretations, he is one of the quickest to bring the analysis of the latest tax updates and IRS guidance to the professional community. Jason has coached over 200,000 accounting, tax, and HR professionals on various topics of accounting, individual taxation, corporate taxation, professional ethics, and much more.
He has presented dozens of webinars on Form 1099 (for 10 years on this subject!), marriage in the tax code, tax updates, the new Form W-4, payroll updates, filing status, tax credits, corporation and partnership taxation, and other issues relating to the modern-day setting.
