Description
From tax loss harvesting to ETFs and the new 1099-DA form, CoinTracker’s Shehan Chandrasekera explains why crypto taxes are getting more complicated—and how to avoid costly mistakes.
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Crypto taxes are getting more complex.
On this episode of Bits + Bips, Unchained executive editor Steven Ehrlich is joined by Shehan Chandrasekera, CPA and Head of Tax Strategy at CoinTracker, to break down the biggest tax traps crypto investors face heading into 2026.
They cover tax loss harvesting, the wash sale rule (and why it’s risky to push it), whether stablecoins are taxed, the hidden tax burden of crypto ETFs and ETPs, and what the new 1099-DA form will—and won’t—tell the IRS.
Guest:
⭐️ Shehan Chandrasekera, CPA, Head of Tax Strategy at CoinTracker
Timestamps:
🎬 0:00 Intro
🧾 1:10 How crypto fits into existing tax law
📅 2:14 What investors should be thinking about before year-end—and how tax loss harvesting works
🔁 4:54 The wash sale rule: Is it safe to use in crypto?
⚖️ 9:27 How upcoming legislation could change crypto taxes
💵 11:22 Stablecoins and taxes: Are there any special rules?
📊 13:47 The hidden tax complexity of trading crypto ETPs and ETFs
📄 16:39 What the new 1099-DA form is—and what it will (and won’t) tell the IRS
👀 22:31 The key things Shehan says crypto investors should watch closely
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#bitcoin #ethereum #crypto #cryptocurrencies
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