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Got hit hard this year with some aggressive trading moves—sitting on roughly $1.2M in capital losses. It's a brutal reminder of how quickly things can swing in the crypto markets when you're chasing outsized gains without proper risk management.
Now comes the tax puzzle: offsetting massive realized losses against future gains becomes critical. For anyone in a similar spot with six-figure or higher loss positions, the tax implications get complicated fast. The math on timing trades, harvest losses strategically, and structuring your portfolio across different entities or filing statuses suddenly matters a lot.
The reality check hits different when you're staring at seven-figure losses. Makes you rethink everything—position sizing, the actual ROI on "calculated risks," whether chasing volatility spikes is worth it. Tax-loss harvesting strategies exist for exactly these scenarios, but they require planning ahead, not scrambling after the damage is done.
Anyone else wrestling with large loss positions this cycle? How are you approaching the tax side of things?