Really rough run but making Bilge Worm huge was the most fun I've had
I first noticed that Honing Steel would apply twice to a single weapon. Figurehead... okay, time to double down on the strange. Got a lucky Shiny enchant on the weapons upgrade event (double damage). Then got "One Shot, One Kill" skill on day 9. Freezing skills came after. With these buffs/skills, Bilge Worm would quickly get over 2k damage after Honing Steel activates once. Rage and further Honing Steels would get to 3k soon after.
My run ended with a 30k health Vanessa and Soul of the District placed leftmost; I might've had a chance if they had Dive Weights on the left instead. Nearly all players seemed to be aware of not placing spammy items on the left.
It would be nice if Bilge Worm could activate more reliably but, whatever, this run was fun.