Life is an optimization problem. And like an optimization problem, you maximize, most likely, at the extremes i.e. 0,0 or 0, infinity, or -infinity, -infinity.
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What about the barbelling strategy? I.e. do 80% of one and 20% of the other instead of 100% vs 0%.
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E.g. 80% dayjob 20% longshot (writing, entrepreneurship). Or the Black Swan uses investment as an example (90% treasury bonds 10% super risky stuff).
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But as soon as you "make" one of those long shots you go 0/100% right? I think that Talebs investments are the exception, not the rule. Trades in life don't disappear so fast under the pressures of arbitrage. When you find a good one, pour money, time, and soul into it.
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