Heyo, here to judge. RIP them boogers, but I like how you based this one off your pirate-sona lol
Gonna start off with my main gripe: you called it Pirate's Anchor, but sounds 0% related to the title or the octopus cosplay; it's a regular boss track with no pirate references/motifs/instruments, so I don't think it fits what you were going for lore-wise.
Now to the actual technical review.
I first heard the entry when it was first published and I wrote down a lot of stuff: now, I don't know if you updated it or I was just deaf, but on a late second listen, pretty much all the major problems have disappeared; it was mainly melodies landing on really weak intervals (which, granted, they sometimes still do, but less often), so now that that's been dealt with, I can compliment it let's gooo
The energy is palpable (the fluctuating minor second interval at the start is tense n tight), the guitar (great timbre btw) melody is pretty memorable, the chiptune-y "sprouts" are well-placed, and the mix hits like a freight train. Sometimes it fills pretty empty in terms of ambiance, but it's something you notice when you really pay close attention.
The major highlight for me is 1:20-1:50 zone: nice satisfying wet bass over a 3-3-2 break, little toned-down piano melody section, and callback to the strobe effect from 20ish seconds earlier (aka good writing).
The last section starts off with a wailing guitar glissando, which I find cool since it follows a key change we have no clear tonal reference for right away, and the undefined ascending slide doesn't let you detect the key just yet. In my opinion, whether intentional or not, that is quite cool. (the second siren-ish guitar is ... ehhhh kinda pathetic on its own tho lol)
Textbook ending which I'm fine with, but definitely add some more tail to the guitar to second the FX below it.
Overall, pretty nice job, but I gotta express my disappointment for the un-har-har-ed track :(
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Restlessness check: 12/15