Surely a pirate in the Caribbean or the Philippines wouldnt be too awful as you wouldn’t be out at sea that much and close to land. For me it’s the exploration and discovery that appeals to a life of piracy, but in reality I imagine it would be an absolute dog shit existence, especially compared to that of a samurai (minimal bloodshed unless there’s a war) or cowboy (you look after horses on a ranch). However, many pirates just did a stint and then returned back home, so what’s 2-3 years of making booty and having PTSD from cannon fire/pillaging.