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…
Dear Madeleine, I missed a back to school event for my kids last night. My wife called to ask where I was, and I had completely forgotten that I was supposed to be there. I saw it on my calendar and then it was gone from my mind. My wife is really mad because I…
Dear Madeleine, I was asked to present to the senior leadership team and the board of my company. I was excited and nervous—and prepared, I thought—but probably not enough as it turns out. Just as I was about to begin, I kind of lost my mind. I started to sweat uncontrollably and my heart started…
Dear Madeleine, I work as a subject matter expert on sales and implementation teams for integrated software. I get pulled into all kinds of teams. I am constantly being told to join new teams and I feel like I’m doing most of the work on the teams I am already a part of. My problem…
Dear Madeleine, A couple of months ago I received a promotion I was really hoping for. Now I have fifteen direct reports where I used to have seven. Everything I am reading says I should be doing regular one-on-one meetings with each person, but my own workload has doubled and I have no idea how…
Dear Madeleine, I lead a business for a global company. I am very bright and hardworking, have risen fast, and continue to rise. I will probably end up being a senior leader for the company someday—if not here, then in another area. My problem: I am a jerk. I have heard others describe me as…
Dear Madeleine, I am smart, I work hard, and I am a pleaser. These qualities have made me very successful. I am now a senior manager in a fast-paced, high-pressure service business. My problem is that I have created a monster in my boss. She is so used to my pleasing perfection that she pretty…
Dear Madeleine, My boss is amazing. She has been a mentor for me and I admire her and learn from her every day. She has freakish stamina, is extremely bright and creative, and has a ton of experience and a huge grasp of strategy, management, and execution. There is nothing I wouldn’t feel comfortable asking…
Dear Madeleine, I really messed up—and I’m so embarrassed I’m thinking of quitting my job. I yelled at one of my direct reports during a team meeting. I was very tired because I had been up all night with a sick kid, and I was super stressed because several of my own deadlines were looming.…
Dear Madeleine, I am at my limit and hope you can help. I am a senior team leader with a very high performing intact team. We have a new, very inexperienced board who is wreaking havoc with the way I run my business. They are putting nonrealistic pressures on me to generate numbers that are…