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Bold play beats timid play at an unfair table

Asked at Jane Street, SIG

You arrive at a roulette table with \100andwanttowalkoutwithand want to walk out with$200.Eachevenmoneybetwinswithprobability. Each even-money bet wins with probability p = 0.474$ (a bit less than half, the house edge) and loses otherwise. You can bet however you like each spin, as long as you never bet more than you have.

Compare two strategies: "timid" (bet \1atatimeuntilyoureachat a time until you reach$200orgobroke)versus"bold"(beteverythingyoucantowardthegoal).Whichgivesabetterchanceofreachingor go broke) versus "bold" (bet everything you can toward the goal). Which gives a better chance of reaching$200$?

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