I think the elegant Victorian looking back pattern really makes the simplistic flat design point of interest really stand out. Also that translucent burn mark really helps the the two styles from clashing while still keeping true to the theme. Looks great.
Are those white borders supposed to be there? If they aren't left-over canvas (which is the impression I get) it seems odd they'd outline only the sides and not also top and bottom of the artwork, they work better by the pattern, but with the black box at the bottom it's a real sharp contrast that ends abruptly. I feel a white frame all the way around would be better if they are meant to be there, or with some form of fade at the ends, maybe placed behind the bottom box?
The image itself is clean and stylish. I like the seamless background texture especially, and the occasional blotches of coor that make them seem to fade (could use some more of that). How everything: backgrounds, images and text consist of only two colors is pretty neat, and the text is easy to read; the fonts well-fit for the motive, especially the lower two.
Zoomed in the circular one it seems a bit blotchy, but when you view it from a distance - as I suppose it is meant to be viewed - it looks perfect. I like the effectual swirling stain of black and the pirate play in style of the stereotype sign character. Only thing that looks a bit out of place is that hat, with the dark line at the top. How about using the same line thickness as for the wooden peg? And maybe a more obvious shape?
The OG logotype at the top looks good zoomed out, but if you go in for a closer look it's incredibly pixelated, I'd think a vectorized version of that would work better, and while you're at it, how about cutting out the background block and just imprinting the insignia on the background, in white or with outline? Or not, could be good as it is in clearer form... could be aligned a bit more to the right though.
I'm wondering how this would look with some more effect along edges and characters, maybe masking in textures, using subtle glow or gradient shifts? For optimal effect! But the minimalist approach isn't bad either. Nice work!
Cheers for the review mate :).
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