I decided not to go the conventional charcoal gray or navy suit route. Why? People in silicon valley 1. dont know how to dress 2. don't understand what tailored suits are and 3. probably don't care
So I'll be wearing a medium gray window pane suit with either a light blue or white spread collar shirt with either my Drake's solid navy cashmere tie or a Drake's navy blue with white polka dot tie.
Would either of these be fine?
Lastly, do you think wearing my JL black double monks be too much or should I just go with some regular cap toes?