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

Deloitte's Rob Massey explains crypto tax compliance, realization events in wallet moves, why 1099s fall short, and what Bitcoiners should advocate for. 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.
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