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The Pomp Podcast

Austin Woodward, CEO of TaxBit: How to Save Money on Your Crypto Taxes

1/14/2020 · 70 min · transcript via mlx

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Key topics

The IRS treats cryptocurrency as property, not currency, triggering taxable events on trades, sales, spending, mining, staking, and interest earnings.

Specific identification of cryptocurrency lots allows taxpayers to optimize tax liability by selecting high-cost-basis holdings to sell first, subject to meeting IRS record-keeping criteria.

Wash sale rules do not currently apply to crypto (only to securities), creating significant tax-loss harvesting opportunities unavailable in traditional markets.

Mining and staking are treated as ordinary income at fair market value on receipt, then create a second taxable event (capital gain/loss) when the crypto is later disposed of.

Many exchanges incorrectly issue 1099-K forms (treating crypto as business income) rather than proper 1099-B forms (capital gains on property), leading to hundreds of automated IRS audits of users.

TaxBit automates tax compliance by connecting to exchange APIs, tracking cost basis across transactions, and enabling real-time visibility into tax liability throughout the year.

Market & price signals

None discussed.

Actionable insights

Answer "yes" to the IRS's 2019 cryptocurrency transaction question on your tax return; answering "no" creates an intentional record that can trigger penalties beyond monetary fines if audited.

Connect all your cryptocurrency exchange and wallet accounts to tax software like TaxBit rather than relying on manual spreadsheets or accountants alone; proper tracking of cost basis, transfers, and specific identification can save thousands or even unlock refunds.

Monitor your tax position year-round using predictive tools to harvest losses opportunistically, particularly before year-end, since crypto's volatility makes loss harvesting much more viable than in traditional equity markets.

Episode sponsorships

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Taxbit automates cryptocurrency taxes for investors and CPAs by tracking, calculating, and reporting transactions across exchanges. Founded by tax attorneys and CPAs, Taxbit enables you to effortlessly connect all exchanges, sync transactions securely, and generate completed IRS forms (8949, Schedule D) with one click. The company offers live support with experts experienced in crypto tax filings and IRS audits. Visit taxbit.com/invite/pomp and receive 10% off your tax plan today.