What would a 6th movie look like
To be honest, while I love Jack, he is not necessarily the series, as it's Pirates and not Jack Sparrow of the Caribbean.
It's kinda like how StarWars has this huge universe and timeline but they only deal with Luke and Anakin storylines, there's so much more.
Madam Cheng comes to mind, who historically had the largest pirate coalition in history or perhaps Francis Drake of Drake's passage, could easily work in the supernatural aspect of PotC has in each movie.
Honestly I felt like the first trilogy was great and 4 and especially 5 just were mediocre, partly because it just felt like same crap different toilet at that point.
It wasn't just Jack, it was Will and Elizabeth and Barbossa and Beckett and so on.
There's no reason they can't do other pirates as well instead of relying on nostalgia of Jack and crew, like they did with StarWars and ending up flipping because it lacks all originality.
Not to mention how I think Johnny Depp is done with hollywood, Kiera Knightley I think is tired of the movies as well, they have to think of something new or let the IP die.