(easier to get dressed half asleep)
Attempting this in the morning, with 'choices' in a diverse closet (I'm a marketing consultant) can lead to disaster. Unless you do the navy/charcoal suit and white shirt regiment, lay your clothes out the night before. I travel quite a bit, so I'll find myself with 3, 4, and sometimes 5 days of wardrobe picked out ahead. Makes those sleepy mornings go that much faster and with confidence.
All of that said, if you work with HNWIs daily, I would assume that you have a schedule and know your appointments ahead of time. When you're meeting with someone new for the first few times, I'd keep it very conservative, but if you have an agenda of clients that have come to know you, and with whom you have a solid rapport, use those days to take license with brighter colors (purples, yellows, pinks, or bolder ties). No matter how 'crusty' of a client, if you keep the fit/tailoring PERFECT, and shiny shoes, they'll appreciate your 'difference' from the rest of your peers.
There are days I'm meeting with high level factory executives; those days I'll skip the brown shoes with a charcoal suit, or the silk poof in my breast pocket and stick to black wholecuts and a sharp TV fold in a solid color. Other days, if I'm meeting with people I've known for some time and they know my standard of dress, I have no problem donning seersucker and a bow.