Crypto Tax Mistakes That Trigger IRS Audits in 2026

Think your Crypto transactions are anonymous? Think again. In this video, a former IRS agent discusses common Crypto Tax mistakes that can trigger an IRS Audit in 2026. In this video, Former IRS Agent VJ Danko and Enrolled Agent Josh Webskowski explain the biggest crypto tax misconceptions, why offshore exchanges can increase IRS scrutiny, and why “I didn’t get a 1099” is NOT a valid excuse for skipping crypto tax reporting.

In this Q&A, you’ll learn:
The biggest myth crypto taxpayers believe about anonymity
Why moving crypto between wallets or offshore exchanges can increase IRS attention
How the IRS responds when someone says, “I didn’t get a 1099k.”
What IRS 1099-DA reporting means for crypto taxpayers
How the IRS “John Doe summons” data still creates audit problems years later
Whether partial reporting helps or hurts during a crypto audit
Best crypto tax software tools (and what the IRS thinks when records are missing)
The #1 mistake that almost guarantees deeper IRS scrutiny

Disclaimer: This video is for educational purposes only and is not legal or tax advice.

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Hey, I’m Josh Webskowski, an Enrolled Agent and U.S. Tax Court Practitioner. I team up with former IRS agents to share insider secrets and strategies on how to handle back taxes, audits, offers in compromise, and even Tax Court cases. Over the last 20 years, I’ve helped Minnesotans and people all across the country fix tax problems that once felt impossible.

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⏱️VIDEO CHAPTERS⏱️
00:00 - Intro: Crypto Mistakes That Trigger IRS Audits 2026
00:51 - Biggest Myth Crypto Taxpayers Believe About Anonymity
02:06 - Offshore Exchanges & Wallet Transfers
03:15 - “I didn’t get a 1099”: Why That Excuse Fails
03:49 - New IRS Crypto Reporting: 1099-DA + Future Basis Reporting
05:03 - Old Exchange 1099s Still Trigger Audits Years Later
06:00 - John Doe Summons: How IRS Uses Old Data to Build New Cases
07:01 - Is Reporting SOME Crypto Better Than Reporting NONE?
08:02 - Missing Data & Crypto Tax Software: What the IRS Accepts
09:07 - No.1 Crypto Tax Audit Mistake Crypto Traders Make

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