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Setting Boundaries

Boss Wants to Be Friends? Ask Madeleine

Dear Madeleine, I recently joined the accounting group for a company that runs family offices. I like the work and am learning a lot after simply working as an accountant for many years. My boss is very invested in my success, which is great. My problem is that she seems to want to be friends.…

December 20, 2025 in Business Relationships, Setting Boundaries.

Absentee Manager Is Taking Advantage of You?  Ask Madeleine

Dear Madeleine, I am a college student in the middle of my junior year, majoring in business. I have had a job in the store at the student union since the summer before my freshman year. My manager was a PhD candidate and taught me a lot. He was a decent boss, if sometimes moody.…

December 13, 2025 in Setting Boundaries, Wellbeing.

Suspect Your Direct Report Is Working Two Jobs? Ask Madeleine

Dear Madeleine, There is no way to sugar coat this: I suspect one of my direct reports has taken another job.  Most of my team is virtual. A few people live locally, but after Covid we never insisted that people come to the office. I got quite good at managing a hybrid team (I took…

November 29, 2025 in Leading Virtually, Setting Boundaries.

Spouse Is Jealous of Your Job and Your Success? Ask Madeleine

Dear Madeleine, This isn’t so much a work question as a “my work is affecting my relationship” question. I met my husband in grad school when we were both studying to work in the same field. He got an amazing job with a good salary right out of school. I was happy for him and…

August 30, 2025 in Relationships, Setting Boundaries, Wellbeing.

Working From Home While Others Aren’t? Ask Madeleine

Dear Madeleine, I am a junior partner in a law firm and the expectation is that I work. A lot. Many of the partners work virtually in the summer, but I usually go into the office because it is easier for me to get things done there. My in-laws bought a house at the shore…

August 9, 2025 in Setting Boundaries, Working from Home.

Team Lead Seems to Be Inappropriately Dependent On You? Ask Madeleine

Dear Madeleine, I work on a great team. We do good work together, and we seem to always find a way to hit our milestones and deadlines. My problem is that our team lead seems to be inappropriately dependent on me. He is pretty much AWOL most of the time and I am the only…

May 24, 2025 in Fairness, Growth, Setting Boundaries.

A Long-Time Direct Report Is Manipulating You? Ask Madeleine

Dear Madeleine, I have owned a boutique specialty consulting firm for over twenty-five years. My founding partner died a few years ago and left me her share of the business, so I am the sole owner. I am working with a broker to find the right buyer for the business. I don’t expect to get…

March 22, 2025 in Setting Boundaries.

Manager Wants a Piece of Your Commission in Exchange for Helping You? Ask Madeleine

Dear Madeleine, I work for a giant real estate company and have been selling houses in a big metropolitan city for a long time. Over the years, I’ve been heavily recruited and this is my third company. I never wanted to be in management as I really like working with clients. I’ve had terrible managers,…

September 14, 2024 in Managing up, Setting Boundaries.

Irresponsible Colleague Is Taking Advantage of You?  Ask Madeleine

Dear Madeleine, About six months ago, I went above and beyond to help out a new colleague.  He had misread a deadline and needed to scramble to get a bunch of time-sensitive work done over a long weekend.  I willingly jumped in to help him, finding documents, getting permission to give him access to materials,…

July 20, 2024 in Setting Boundaries.

Not Sure How to Push Back Against Work that Isn’t Yours? Ask Madeleine

Dear Madeleine, I work on a team that has had a lot of turnover in the last couple of years. Although our company is very big, over time I have learned who to call to get things done. I am now considered our team’s “answer lady.” The situation has slowly morphed into people asking me…

June 22, 2024 in Setting Boundaries.

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