Tips and Overtime: A Deeper Dive

The IRS has given us revised versions of 1099-NEC and 1099-MISC for 2026. The revisions contain new boxes for reporting of tips and overtime. These items relate to the One Big Beautiful Bill (OBBBA), which created a deduction on personal tax returns for certain types of overtime and tips. Employers are required to track qualifying overtime and tips, and report those items on a reporting form. Most of the time, this will be a W-2. But the boxes are on 1099s as well — why? We will answer that in this session.

Agenda and learning objectives:

• Understand the new OBBBA deduction for tips and overtime
• Identify when you’d report overtime on a 1099
• Identify when you do (or don’t) report tips on a 1099
• Understand compliance implications

Featured Speaker

Jason Dinesen

Jason Dinesen, EA, is a distinguished tax professional and educator with a fervent passion for demystifying complex tax concepts. Jason is the founder of Dinesen Tax & Accounting, P.C. and Dinesen Tax Advisory, LLC in the tax and accounting world. He also is founder of Dinesen Media Ventures, which provides a diverse range of media content, ranging from continuing education programs for accountants and tax professionals, to podcast production to radio and journalism content. 

Recognized for his sharp tax interpretations, Jason is renowned for promptly analyzing the latest tax updates and IRS guidance, sharing his insights with the professional community. Over his career, he has educated more than 200,000 accounting, tax, and HR professionals on various topics. Form 1099 was the very first thing he ever taught on, on April 26th, 2012, at a Sheraton Hotel next to a Lowe's in West Des Moines, Iowa. He still teaches on 1099s and around 30 other tax topics.

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