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A fund must convert a cash reserve into a crypto asset by a deadline without breaching a drawdown limit, in a market it expects to bottom within the horizon. Should it buy at once, average in on a schedule, or wait with limit orders below the market? Two inputs settle the question: option-implied price distributions and the manager’s view of when the decline ends. They determine three standard orders: a purchase on the likeliest bottom date that executes only if the price has actually fallen, resting limit orders where conviction attaches to a price level, and a final purchase at the deadline. A tighter drawdown limit calls for deeper triggers. In simulations calibrated to a bitcoin mandate, the plan earns 173 basis points over holding cash and 93% of what an implementable adaptive benchmark achieves; under the same drawdown limit the gap disappears. Dollar-cost averaging survives as insurance against a mistimed bottom, with a measurable price.
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Sergey Dzhurinskiy (2026) studied this question.
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