Originally Posted by comrade
Cuffed sleeves are very old line Savile Row. See the photos of Ian Fleming.
Cuffed sleeves are a very traditional bespoke detail. They are often considered an Edwardian touch but they made a comeback around the 1950-60s. I like the look myself. I have spotted them on Sean Connery era James Bond coats.
The reason you don't see it outside of bespoke tailoring is that it can make sleeve alterations fiddly. The cuffs are usually cut-on rather than grown on.
BTW there is nothing wrong with the pattern matching. As for whether you like the cloth design - that is up to you. The check is unusually large.