being the boss

All your questions about being the boss, answered — like dealing with low performers, lateness, weird feedback, and more.

I think our intern prank-called us

A reader writes: I’ve found myself in an odd situation and would love some thoughts on what to do. I work in fundraising at a nonprofit and today, following a donor event, I got back to my desk and saw that I had five missed calls from the same number. The first four had no […]

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my employee shuts down when I give her feedback

A reader writes: I manage “Mandy” and have needed to give her feedback a few times on the same topic. Think something like, “When you present a proposal, you need to avoid vague explanations of the client problem your proposal addresses and include detailed, quantified specifics of its impacts on the client.” I usually then […]

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I manage my sister, and she overshares about her breaks and sick time

A reader writes: I’m hoping you can help me with this conundrum. This situation is complicated by the fact that this is a family business, and all employees are my relatives and/or their romantic partners, but we have virtual assistant team members (independent contractors or third party services) who are party to these conversations. Background: […]

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my employee quit over a misdirected email

A reader writes: I have two employees who can’t stand each other but they’ve managed to be civil and professional. Sarah is a mid-top performer with a consistently good work product. She’s not a superstar but she is dependable. Dani is temperamental, doesn’t always listen to peers, and has created problems for her teammates when […]

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am I sabotaging my former intern’s job prospects?

A reader writes: A while back, I supervised an intern for the first time. She produced good results and was eager to learn, but she worked slowly, needed a lot of coaching, had little initiative, and there were complaints about finding her asleep or on personal calls. However, because we were close in age and […]

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my father keeps responding to my employee’s Facebook posts

A reader writes: My father keeps responding to my employee’s political posts on Facebook. My father is very conservative and my employee is very liberal, so you can guess that their opinions go together like oil and water. I feel that it is inappropriate for my father to be interacting with someone I supervise, and […]

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my employee is too buddy-buddy with me

A reader writes: I manage a team of 10 in a hybrid (mostly virtual) environment; we’re part of a larger team that we interact with on a daily basis. I have very good, friendly relationships with everyone on the broader team, but I do try to keep it more professional with my direct reports (still […]

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