being the boss

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

someone emailed me about my employee’s behavior outside of work

A reader writes: I recently got an email from someone with screenshots concerning an employee of mine. They were of a personal nature directed to an organization outside of work using her personal time and her personal equipment. They didn’t concern work at all. They weren’t racist or hate-filled rants or anything of that nature. […]

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my team keeps working unauthorized overtime

A reader writes: I oversee a team of employees who used to be my peers. I understand this can be a hard transition, but it’s been over a year and the staff are still having a hard time with this. That is not the question but I feel it’s relevant. The bigger issue is the […]

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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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