being the boss

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

my employee wants us to stop ordering “unhealthy snacks”

A reader writes: I work in a small workplace, we’re about 40 employees. When I started at the company about five years ago, I started ordering granola bars and some treats. Then I started adding on some fizzy drinks and then progressed to some other snacks, like nuts, fruits, and cookies. None of this is […]

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is it bad for managers to sound frustrated?

A reader writes: I’m wondering whether a good boss should ever show impatience. One of my employees, Jane, does a good job. I’ve given her a lot of (well-deserved) praise in public and private, and she’s said she’s happy in her work. However, she made a serious error the other day and when I brought […]

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should managers stay out of private Slack channels?

A reader writes: I’m the head of HR for my small(ish) international company. I’m a mixed-race woman and a mom. We have a variety of private Slack channels, including channels for parents, women, people of color, etc. Our people of color channel is a relatively new addition started by an employee who wanted a safe […]

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should managers go to happy hour with employees?

A reader writes: What are your thoughts and the etiquette around getting drinks with coworkers when you’re in leadership position? I’m a female, on a younger side, in a leadership role at a small-to-medium size organization. We recently had a company event, after which 5–10 people went out for drinks and stayed for a couple […]

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my employee is needy and gossipy

A reader writes: In my small, fast-paced company, I have two employees in admin roles, Amelia and Molly. They were hired at the same time about five months ago and work in the same office (literally one room — we’re looking for a bigger space) in a different state from me and our main office. […]

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my employee keeps telling me his “expectations” of me

A reader asks: One of my employees is positioning himself to move up in a couple of years. He would still report to me, but the working relationship would be a little different, and it could have a major impact on my work and the organization if that relationship is toxic. The problem is that […]

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