Iakamos The Odd is a tiefling pirate who runs out of Whale Bones Keep, off the main coast. He is easily bored, very extra and far more into the pirate aesthetic than anything as boring as actual pirate work. He is a highly skilled - and show-offy - acrobat. His keep, that he "inherited", has a portal to the Feywilds that can be activated using a certain ritual. Which he does not know, unfortunately.
He was originally subject to a mutiny by his old crew when the group killed his murderous crew (and a giant squid). He then returned the favour by adopting ten orphans that The Ring Master had adopted.