Dear Madeleine, I am a cofounder of a retail swimsuit company that is really taking off. We were lucky the pandemic hit just as we were about to sign leases on some actual stores, so we really dodged a problem that could have tanked us. About nine months ago, we hired a full-time marketing person.…
Dear Madeleine, I was recently promoted to director of contracts and compliance at a global staffing organization. I have a great team, I seem to be well regarded in the organization, and I get along well with my direct boss and his boss, who is the regional CEO. I am often tapped to lead or…
Dear Madeleine, I have been on sick leave for the last few months. Before that, I worked as an essential medical worker—administrative, not patient care—in a big city. It was intense. We had big refrigerated morgue trucks in the parking lot, and it felt like no one who was not in medicine understood quite how…
Dear Madeleine, I am a director in a global manufacturing company. I manage managers and I am responsible for about 300 people around the globe. I was trained as an engineer and I really loved my job— until recently. I am not sure what happened, but about a year ago—long before the COVID crisis—I noticed…
Dear Madeleine, I am a senior business leader for a global manufacturing company. I recently was on a panel with an officer of our company—not my boss, but a peer of my boss. He was very impactful with his remarks; I was okay but not nearly as sharp. Later, when I complimented him on his…
Dear Madeleine, I am a somewhat new manager in the law office of a large government agency. I stepped into my new role after my boss left. The pay raise was negligible and my workload has tripled, but I figure it’s good experience. Here’s my question. I had an epiphany last week: my new direct…
Dear Madeleine, I am uber conscientious and a perfectionist—and I can’t seem to stop. I was promoted a year ago and have a very professional and trustworthy team, but I am addicted to reviewing everyone’s work and making small edits and changes. I am staying way too late at the office and my husband is…
Dear Madeleine, I am a ruminator. I second-guess everything I do. My wife is tired of me spending hours every night going over and over the events of the day. I work in finance and have a lot of technical expertise in my field. My organization counts on me for their reports, budgets, etc. I’m…
Dear Madeleine, I am what’s called a “people leader”—I lead individual contributors at a global software giant. I am also a technical contributor as a subject matter expert in a specific application. I don’t love managing people. I am quite reserved and I find it tiring—but it is the only way to get ahead in…
I’ve been coaching executives for about six years now. Recently I was working with a leader who proudly identified himself as a perfectionist. He considered it a badge of honor that he routinely works ten to twelve hours each day. Even now, in his sixties, he has his company cellphone on him at all times…