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Deloitte’s Rob Massey: What Bitcoin Investors Need to Know About The Changing IRS Tax Guidance

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Deloitte’s Rob Massey: What Bitcoin Investors Need to Know About The Changing IRS Tax Guidance

Bitcoin Magazine

Deloitte’s Rob Massey: What Bitcoin Investors Need to Know About The Changing IRS Tax Guidance

Bitcoin tax rules have evolved, but the self-assessment system hasn’t changed. Rob Massey, who has advised on crypto taxes at Deloitte since 2012, explains why using Bitcoin as money creates “new muscle” for reporting, which wallet moves are and aren’t realization events, and why 1099s from brokers will never be the complete picture. Plus the one thing he’d ask Bitcoiners to advocate for, and it isn’t a repeal.

Chapters:
0:00 Where Bitcoin Tax Rules Stand: Self-Assessment and Barter Transactions
1:25 Broker Reporting, 1099s and Why They’ll Never Be the Full Picture
2:06 No De Minimis Exemption Has Passed: Report Everything, Small or Large
3:00 What Business Leaders Ask Now: ETFs, Leverage and Bitcoin Lending
4:07 Paying the Plumber Is Taxable and the IRS Sees Everything On Chain
5:38 What to Ask Treasury For: More Guidance on Lending, Character and Basis
6:51 Bitcoin Across Borders: No Tax Treaties, Withholding and Subpart F
8:50 How Multinationals Compare Bitcoin and Stablecoins by Payment Corridor
10:06 Unreported 2015 Pizza? Attorney, CPA, Complete Narrative, Come Clean
12:37 Proving Cost Basis After Years of Moving Coins,

, Bitcoin Magazine, or any affiliated entities. This content is provided for informational and educational purposes only and should not be construed as investment, legal, tax, or accounting advice. Nothing contained in this show constitutes a solicitation, recommendation, endorsement, or offer to buy or sell any securities or financial instruments. Viewers should consult their own advisors before making financial or business decisions.


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