being the boss

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

how much socializing at work is too much?

A reader writes: I am a manager at an office of 35 employees and everyone is fairly autonomous in managing their workload. We’re a pretty social and casual group, so it’s no big deal for people to socialize with one another to a certain extent. However, I’ve recently noticed that there seem to be more […]

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my team member won’t stop talking about their Keto diet

A reader writes: I manage an employee, Casey, who has developed a passion for a Keto, fasting, and all things carnivore lifestyle. It is great that they have found a lifestyle that they love, but they are a bit overly passionate and it is a little overwhelming in our office. What makes it difficult is […]

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our ex-CEO’s son can’t do his job and is overpaid

A reader writes: I took over a new job about eight months ago, and knowingly inherited an abundance of issues, ranging from minor (previous CEO of 20 years did not believe in pest control so there were mouse remnants everywhere) to complex (ex-CEO had hired their unqualified child, Jasper, into a role that has large […]

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my intern keeps pushing for a full-time role

A reader writes: I recently took on my first intern. I let them know from the get-go that I didn’t know if it could evolve into permanent work given the current work pipeline. They are ambitious, smart, and eager to learn, and I have done my best to give them “real world” learning experiences so […]

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should you require video on during team meetings?

A reader writes: I manage a team of 15 that holds a Zoom meeting once per week. While they work independently most of the time, there are major projects where everyone has to be on the same page, and we get updates during these meetings. I’ve noticed that the people who turn their video off […]

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my dishonest employee blames technology when he messes up

A reader writes: How do I deal with an employee, Miles, who is dishonest but gets emotional and doubles down when confronted with technological proof? For instance, he’ll tell me he submitted a work product when the timestamps on shared documentation (which are visible to both of us) show that the work wasn’t completed by […]

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my employee panics when we spend money

A reader writes: I have an employee who tries to save every penny of the organization’s money, at the expense of significant amounts of time. I’ve explained sticker price vs time costs multiple times, and yet any amount of money over about $50 sends him into an anxiety spiral where nothing I say makes an […]

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