Bet You Didn’t Know – August 8, 2025

In this episode of Today’s Tax Talk, Attorney Steven A. Leahy shines a spotlight on two crucial topics for Illinois taxpayers: the Illinois Tax Amnesty Program and a little-known trap hiding in plain sight—Illinois-specific 1099 filing rules.

First, we unpack Illinois’ latest tax amnesty offer: who’s eligible, what taxes it covers, and how to seize the opportunity before the clock runs out.

Then, Steven turns to a topic few business owners even know exists—Illinois requires certain businesses to file their own state-level 1099s. That’s right. You thought filing with the IRS was enough? Think again. We break down who needs to file, what forms are required, and why ignoring this obscure state rule could lead to penalties you never saw coming.

If you’re a scrap metal dealer, work with catalytic converters, or issue 1099s in Illinois—you can’t afford to miss this.

Steven A. Leahy is a tax attorney in Illinois. He was the host of the long-running popular Radio Show “The IRS Radio Hour” heard every Sunday evening on AM 560 The Answer. Attorney Leahy is also the author of the book “Deal With Your IRS Problems Today!” You can get a FREE copy of this important book at FreeIRSBook.com. Or Call 24/7 (312)664-6649