It's not a totally crazy idea to set aside a small portion of your portfolio for a bunch of long-shot investments that have huge upside potential (isn't that ho

It's not a totally crazy idea to set aside a small portion of your portfolio for a bunch of long-shot investments that have huge upside potential (isn't that how seed funding works?). But I think practically speaking it'd be hard to come up with that list of assets in a rigorous way such that you expect some portion of them to succeed. (e.g. all crypto currencies? penny stocks? beanie babies? abstract art? water bottles, bullets, and cigarettes?)