Recently, I had dinner plans with a business contact and friend, a gentleman who was the founder of a billion-dollar retailer and who now runs a firm that makes a variety of early and mid-stage private investments that leverage his expertise. The dinner was to catch up on projects that we were both working on and to generally enhance our business relationship.

The evening of the dinner, I was on the phone with another client of mine — also an older, successful man — who asked what I was doing that evening. When I told him about my dinner plans, he asked if my business contact's wife would be attending. I was extremely confused. "No," I responded. "It would be really weird for him to bring his wife to a business dinner, unless it was specifically a business dinner with spouses." His response — paraphrased — was basically that it somehow seemed improper for a younger woman to have a dinner with an older man, even if the purpose was business.