Podcast time! 1099 Season Nightmares With Maya Weinreb!

In this eye-opening episode, Tax Rep Network Founder Eric Green sits down with his own bookkeeper, Maya Weinreb from Solvency Now to break down what most business owners don’t understand about 1099s and how those mistakes quietly turn into audits, massive penalties, backup withholding, and even criminal exposure.

Eric also shares real-world war stories—from restaurant audits to whistleblower cases—showing how small bookkeeping shortcuts can snowball into business-ending consequences.

You don’t want to miss this!

Chapters:

• [00:00] – Hookline
• [01:35] – The General Rule For 1099 Issuance
• [03:24] – The Critical Importance Of Form W-9
• [06:30] – The “Backup Withholding” Nightmare
• [09:31] – The Myth Of The “National Sales Tax” Vs. Current Deductions
• [11:28] – Record Keeping & The “Cohan Rule”
• [21:11] – Risk Of “Cash Off The Books” & Whistleblowers
• [25:35] – The Danger Of An “Unviable” Business Model
• [29:52] – The “Late Is Better Than Never” Filing Strategy
• [31:09] – Filing 1099s Without A Tax ID

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