speculative enterprise

“These are smart, sincere people committing dollars into a highly speculative enterprise,” he said.

The firm never really embraced that kind of speculative enterprise again.

Miranda’s Hamilton—though presented as an ambitious immigrant hustler and the protagonist in one of the Republic’s early sex scandals, a hip-hop hero—is also unambiguously and properly shown this way: as the godfather of the idea that America should be a place of speculative enterprise backed up by big money.

Although there may be some truth in both hypotheses, this sort of posthumous off-the-rack psychoanalysis is a dubious, highly speculative enterprise that inevitably demeans and trivializes the absent analysand.

This speculative enterprise always has an element of a lottery.