
For example, the other day I was set to have lunch with a professional associate (someone who handles some of my affairs) to meet another possible work contact for a sort of sales pitch. Although it was going to be a networking lunch, I had a friend in town (not in the industry) so I asked if I could bring him along. The lunch went fine, but we didn't talk as much about business as perhaps the new contact wanted. Afterwards I asked my associate, "Do you think she felt like she wasted her time? Should I follow up about XX?" My associate listened to me for a while and finally asked, "Why do you care what she thinks of you?", as if it was the strangest thing in the world for me to be asking all of these questions. The thing is, I wasn't going to necessarily follow up with this woman, and I certainly didn't care whether she felt like she wasted her time or not for her sake, I just wanted to know. I wanted to know to better inform my own behavior just in case I met her again. I wanted to know whether I should be expecting a phone call from her and on what topic so I could plan my response ahead of time to achieve whatever goal I decided on. I wanted to know whether in the future it would be wholly inappropriate to bring a friend to a lunch of that exact type. I wanted to know whether I came off as charming as I hoped I did. I just wanted to know so that if I decided to do something--to snub this woman, to waste her time, to insult her career choice and her business acumen, to be incredibly rude, to have wasted any sort of opportunity, to do the same in the future--that I would be making an informed choice, not bumbling blindly through a world of unknowns.
Knowledge is power, particularly information about a person. It's a very valuable service to be able to anticipate and meet other's needs, should you ever care to. I always like to have that option, so that's why I keep a mental dossier on everyone I associate with regularly. It may seem like "people pleasing", but I think true people pleasing requires you to want what's best for them.