I would assume the commenter means that this collection is very nice, but it might lack a personal touch? Perhaps something wacky/colourful/ something playful. Thats my guess.

Keep the explorer, sell the DJ and use that money made to invest in a dressy (with a date) watch?

That’s a beauty!! 39 isn’t big. In my opinion, 39 is a great size because of its versatility. How about buying it, trying it, then shipping it/returning it if it’s not to your taste?