What Is Meant To Happen: You can only send companions off to go keel hauling once they have hit your pirate's current level. Once you level up, your companions should revert back to brawling.
What Actually Happens: When you have set the options to restart task, any companion sent out to collect training tomes will continue to do so, regardless of their level compared to yours.
The Result: Level 45+ having 4 lvl 20 companions they don't particularly like spamming keel hauling for infinite free training tomes.
Suggestion To Fix: Don't allow a companion to restart this task once their level is lower than that of the pirate they work for.