being the boss

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

employee keeps trash-talking her own work

A reader writes: I’m working a large project with Hank, another manager who is my peer. We have divided our workload, and I am primarily supervising three of our staff, while Hank is supervising the remaining two. I have a friendly relationship with Samantha, one of the staff members who Hank supervises. She regularly complains […]

Read the full article →

can I teach a very disorganized employee to be more independent?

A reader writes: I have a question about helping my employee get organized. She has two pivotal job duties which are closely tied but not directly linked — I could technically have two people doing each piece separately, but the volume as a small business doesn’t warrant that number of employees. Think the relationship between […]

Read the full article →

my employee eavesdrops on me

A reader writes: At first I thought I was being paranoid, but on three separate occasions, I’ve wrapped up a closed door conversation others in our C-suite, only to discover my employee directly outside my door. Our office set-up is odd; we’re essentially one huge office that was cut into thirds–one side is her office […]

Read the full article →

my employee is hassling coworkers about their clothes

A reader asks: I hired a new team member, “Jane,” six months ago. She’s competent and diligent, but now that she’s coming out of her shell, her rigidity around her idea of professional norms are alienating her team members as well as other people on staff: * She complains about women colleagues’ workwear for being […]

Read the full article →

employee wants a higher raise than she earned

A reader writes: I have an employee whose yearly review I am working to wrap up. After the initial review, we usually discuss a raise, based on what was discussed in the review. We typically would expect a 2-5% raise for this person. I got an email from her requesting a 13.15% raise. I don’t […]

Read the full article →

is it normal to cancel days off for a resigning employee?

A reader writes: I am a new manager, though I’ve led individual contributors on project-based work for a large part of my career. My direct manager, “Sam,” said something puzzling to me last week and I’ve been chewing on it all weekend. One of my direct reports, “Drew,” put in their two-week notice on Monday. […]

Read the full article →

my assistant keeps arguing with me

A reader writes: I’m a new manager. My assistant was close with the previous manager who I took over from, and it’s been a bit of a challenge creating a good relationship with her. Any time I make a decision for our team, she constantly asks why and she quite often says, “That’s not how […]

Read the full article →