I loved the final battle of the last Tall Tale and was cool having an npc man the cannons for a change.
I would love to have some more ship combat focused tall tales where we get subjected to Jacks quick wit and humour.
The ship models of the black pearl and frigate style ships we seen would be great for boarding too!
I could imagine a tall tale where he accompanies you on your ship once again probably to recapture his black pearl that barbossa has probably stolen.
Could be a series of tall tales with a few ship battle ones ultimately culminating in you fighting the black pearl, boarding her and capturing the ship. Then returning it to Jack.