Unchained

Why 2025 Crypto Taxes Will Be Trickier Than Normal: What You Need to Know

25 snips
Jan 29, 2026
Laura Walter, Founder and CPA of CryptoTaxGirl, explains why 2025 will complicate crypto taxes. She breaks down the new 1099-DA, wallet-by-wallet accounting, cost-basis allocation, and safe-harbor timing. Short tips on labeling wallets, choosing accounting methods, and when heavy DeFi or staking users should seek expert help.
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ADVICE

Stablecoins Still Reported As Property

  • Treat stablecoins as property today and report trades, though they normally produce no gain.
  • Expect proposals to exempt small stablecoin activity from reporting in future legislation.
INSIGHT

Prediction Markets Create Dual Tax Events

  • Prediction-market activity creates two taxable events: the deposit (a spend) and gambling-style wins/losses.
  • Gambling losses are deductible only if you itemize, and new rules may cap deductions.
ADVICE

DATs/ETFs Follow Brokerage Rules

  • Treat DATs and crypto ETFs like securities: report via 1099-B and expect wash-sale rules to apply.
  • Do not loss-harvest and immediately repurchase ETFs if you want to preserve the loss; wait 30 days.
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