Overview

In this timely, relevant, and actionable session, Jason Dinesenโ€”known nationwide as โ€œThe 1099 Guyโ€โ€”guides attendees through the practical realities of Form 1099 compliance. This session goes beyond the basics and dives deep into due diligence, backup withholding, and how to handle missing SSNs, all while preparing for increased IRS scrutiny and a dramatically changing landscape under the OBBB.

Whether youโ€™re an AP professional, accountant, or small business owner, youโ€™ll leave this course with clear guidance on how to protect your organization from penalties, defend against IRS pushback, and build bulletproof compliance proceduresโ€”no jargon, no fluff, just real-world insight you can apply immediately.

This webinar will cover Form 1099-NEC for independent contractors, and Form 1099-MISC for reporting payments such as rent. We will also cover Form 1099-K and how to deal with payments made via apps such as PayPal and Venmo. IRS penalties for failure to file correct 1099s continue to rise, and the IRS is cracking down on 1099-related compliance such as backup withholding.