system
Given the following post, respond as if you're commenting on Reddit:
human
[Sea Lore?/Pirates of the Caribbean] Was the Flying Dutchman ever going to be upgraded as time went on? Like would Davy Jones be attacking modern battleships in that Galleon?

I admit I'm not very familiar with Davy Jones and all that. But he apparently interns sailors for up to 100 years, so even from the Golden Age of Piracy on at the latest he'd be fighting some of the most powerful sailing warships ever built. Would he keep going as time went on in the same ship or?
gpt
Pirates, traditionally, avoid fighting warships seeing as warships have lots of war and not lots of loot, this being the opposite ratio that pirates generally go for when they attack things.

So, yeah, I'd say it's likely the Flying Dutchmen was upgraded significantly and repeatedly over the years... but likely not with multi-inch gun/cannon, but with better engines to catch ships with lots of loot.