Dear Madeleine, My boss is the Chief Revenue Officer for a billion-dollar, publicly traded company, and I am watching her melt down in real time. She has been in the job for two years and has made one spectacularly bad decision after another. Sales have tanked to an all-time low. I know for a fact…
Dear Madeleine, I was recently promoted and I am drowning. I am still supporting the person who took my former job while trying to get my head around my new job. My new team is huge, and I didn’t know any of them until I stepped into this job. I couldn’t get through my email…
Dear Madeleine, I am a senior analyst at an insurance company. I want to start building my leadership influence. I know my position is not at manager level yet, but I think leadership can happen at all levels. I am also very young compared to my colleagues who are at the same level in the…
Dear Madeleine, I am really worried that my company is going to replace my entire team of graphic artists with AI. What can I say to people who have spent decades to get really good at their craft only to see themselves replaced by technology? I am literally losing sleep over this. I would appreciate…
Dear Madeleine, I have been a manager for a couple of years. My company provided zero training. I kind of figured things out as I went along, and took a lot of online courses. I’m doing okay. My issue is that there is just too much work. I’ve tried putting in ten-hour days, being super…
Dear Madeleine, I have been working for a company for a few years now. They moved to an Unlimited PTO policy just as I joined. It was heavily promoted in the recruiting stage. Things went fine the first couple of years. I took the typical PTO breaks—December holiday time, a couple of days in the…
Dear Madeleine, There is a woman on my team who is driving me crazy. I am on the young side and she is nearing the end of her career, but I don’t think it is just about generational differences. In fact, she drives everyone crazy. She always thinks she knows best and assumes I know…
Dear Madeleine, I work in the communications media studio for a large company. I’m kind of entry level here, but I have a lot of experience directing video. I often end up working with very senior people to get short videos made for client work, proposals, stuff for the website, etc. Many high level people…
Dear Madeleine, This isn’t really a work problem, it is a life problem caused by success at work. I am the CEO of a respected company and have been successful beyond my wildest dreams. I was the first in my family to go to college, let alone get an advanced degree. I am incredibly persistent…
Dear Madeleine, I was recently promoted to a VP role in my company. It was a bit of a surprise as I thought my boss would never leave—but he did, quite suddenly. I have been in the role now for about five months. My new boss keeps telling me I need to “get out of…