I'm trying to sound out a generalization of the idea, where liberaility creates the opportunity for outlier upside, provided it survives long enough to recieve

I'm trying to sound out a generalization of the idea, where liberaility creates the opportunity for outlier upside, provided it survives long enough to recieve it, and assumes outlier downside is somehow mitigated. There's a gamblers ruin analogy there, and markets staying irrational longer than you stay solvent variation in there somewhere. It reminds me a lot of what I've heard about VC portfolios as well, where the incentives all point to just getting exposure, and YC's startup school and other accelerators are a way to do a startup without the friction of making a company. Maybe it's related to just applying the Stopping Problem to anything with an exponential distribution? Generalizing this could be really useful, even if it creates the 4chan of venture capital.