#ofc most of this is canon but there are a few lil things about price that are just my theories or assumptions

[wings-of-flying]

so here's my thinking. in my head the timeline goes a lil something like this:

ella teach and captain shadowbeard have a baby boy with a name that i've unfortunately forgotten

the boy joins ella and shadowbeard on their pirate ship until a storm hits and the boy is dragged into the sea, and is presumed dead

shadowbeard starts going a lil silly (in a bad way) and ella doesn't want to risk the safety of their newborn baby oliver

she settles down in canella and shadowbeard keeps pirating

unbeknownst to them, their boy washes ashore and is found by captain rose's fiancé, and she takes him in because she's the sweetest soul that ever lived

they stay like that for a while, she gets pregnant and sends a photo to rose of her and little reuben (who, in the trauma and danger of his near death, forgot where he came from) promising rose a family when he retires

rose has a boy on his ship around reuben's age, which he finds a little funny. he knows that shadowbeard lost a son recently but either doesn't connect the dots or chooses to not say anything

he plans to retire (?) but then the events of the hole in the sea happens

flash forward a short while, reuben is on the streets for whatever reason and finds a boy who seems to know reuben's would-be adopted father. they grow close as brothers

in the background shadowbeard is still committed to piracy, and a young girl named lizzie joins his crew

years pass, lizzie rises the ranks, falls in love, then loses her love and her captain in the space of one day. she begins a new crew with caspian

back to reuben and chip, chip realises the things he does with reuben's gang are wrong and betrays reuben's trust, running away to become his own person

and thus begins the riptide campaign