$BONK
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Wait until a low/no income year to sell, if at all (US-only) Your federal taxes will be drastically lower than a year you were employed in, maybe even close to 0% if you stay under the lowest tax bracket. You will likely still owe your state taxes, so don't expect a free ride. That means if, for example, you get laid off in September 2026, wait until January 2027 to sell if you really need the funds. If you can find work or have a large enough e-fund, then no need to sell. Quick comparison โ selling $50k in BTC (single filer, CA): Scenario Total tax owed $0 income ~$1,660 $20/hr job (~$41,600/yr) ~$11,850