By technicality, you can hook multiple targets infinitely. It’s just that you cannot apply more than one hook on a single target.
In that case, you can literally have one hook for each enemy! But be careful, landing these requires precision and skill.
I hope this helps!
You can also watch his spotlight on the Vainglory menu.

You aren’t inheritly wrong per say, the cooldown reduction from Spellsword and passive energy regeneration from basic attacks on WP Churnwalker is spectacular and very useful due to the fact that WP Churnwalker suffers a little from energy problems and has a punishing and lengthy cooldown on abilities compared to his Captain counterpart. But in my personal opinion, Serpent Mask is an item equally as good as Spellsword but you would benefit from it much greater than of Sorrowblade or Spellsword. The reason why is because of the Lifesteal it provides and the ability to last a little longer in fights, which is something all WP Churnwalker players need in order to be effective in a fight. Not only that, purchasing Serpent Mask ABUSES his lifesteal potential being able to outsustain even the likes of Krul in a team fight, thats if you can get the hooks in the first place. You can purchase Spellsword on WP Churnwalker to enable a play style a “little less” punishing and compared to Serpent Mask because of its cooldown reduction, with that in mind, you can make more mistakes with Spellsword but your trading potential and sustain wont be as good compared to Serpent Mask, but with Serpent Mask, you are rewarded with how skillful you are and punished heavily if you miss his hooks.

Spellsword is a spectacular item, and dont feel afraid of picking it up as a core item!!

To counter Mortal Wounds, consider purchasing Capacitor Plate so that Mortal Wounds wont be as effective. Especially if WP Churnwalkers lifesteal is stacked with Serpent Mask!

I’m so glad to see someone comment!! Yet again, I’m still learning and experimenting with WP Churn and i can see how Sorrowblade can be a better over all pick, but i have my reasons toward why i choose Serpent Mask over Sorrowblade and i will put them up soon!! The Bonesaw vs Breaking point scenario has always been as issue for me because I’ve always wondered which was the better pick until you brought up Bonesaws utility, i guess it can be a situational item. Yet again, thank you so much!! Ill do my homework and i will experiment with your advice, thank you again!!