I like the scheme but I don't like the single button on the sleeve (made worse by being so close to the edge of the cuff) and, for gosh sakes, stop with the Isaia pin.
His name is Nick. He works for Isaia so I think he gets a pass on the pin. He's a great guy and has genuine style. I think it's great. Nothing wrong with single cuffs if you have the stones. Agree it's a little close to the end of the cuff.
w.o.e. is always his own man, much to the chagrin of many (especially here). Outside the loud pattern of the jacket, it has a TON going on: Hacking patch pockets (which are pretty awesome), high gorge, peaks, single button (gold), roped shoulders and wide-open fronts. Even if it were the most boring of navy, it would still not gel into a conservative fit. Quite honestly, due to the colors at play, I don't know that a light blue shirt would look good at all. You'd need white and even then a solid white would be too flat for the rest of it (IMHO). While the patterns might be a bit forced, the differences in scales and colors make it acceptable.