While I think some general advice extracted from those posts is good: ie read the books/ know the rules, I was personally hoping for a bit of direct advice from someone experienced to see if I was on the right track with my assessment.
I am new to 'style' (lol) and trying to grasp and internalise the concepts. I have read a few books (Roetzel mainly, and 'Andy'), and to me with your brief description and picture, I immediately thought 'possibly too contrasty'. I would try the same outfit with a light blue shirt, and then also try the same outfit (white shirt) with a more muted tie.
Ive just finished Season 1 of Boardwalk Empire, and apart from being one great show, the men are dressed beautifully throughout (1920's). Heaps of tab collars and beautiful suits and coats all round. Collars were 'big' in those days, although cant say that style really appeals to me.