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Questions new managers ask

Short answers drawn from Ross Mercer’s Practical Leadership books. Each page starts with the answer, then gives the words to use, what to avoid, and the sources behind every figure.

From The Difficult Conversations Script Book

How do you give negative feedback to an employee?

Give negative feedback in private, early, and with specifics: name two or three concrete examples, explain the impact, state the one change you need, then ask what is making it hard. Describe behavior, not character (“the last three reports didn’t reconcile,” not “you’re careless”) and book a check-in one to two weeks out.

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How do you start a difficult conversation with an employee?

Start a difficult conversation by naming the topic in your first sentence, with no small talk, and giving one specific, observable fact: “I want to talk about the last two milestones. Both slipped.” Then flag any assumption as an assumption, ask what is going on, and stop talking long enough to hear the answer.

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How do you tell an employee they didn’t get the promotion?

Tell the employee yourself, in private, before the decision is announced. Name the outcome in your first sentence, give two or three specific reasons the role went elsewhere, then pause and let them react. Only after that, lay out a concrete path to the next opportunity, or say honestly if this track isn’t the right one.

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From Leading Your Team Through AI

From The Team That Stays

What is a stay interview?

A stay interview is a short, one-on-one conversation in which a manager asks a valued employee what keeps them on the team and what might pull them away, while they still work there and the answers can still change something. It is not a performance review or a survey. It only works if the manager follows up visibly.

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What questions should you ask in a stay interview?

Ask open questions that can’t be answered with “fine”: what would make you think about leaving, when your work last felt like it mattered, the best and most frustrating part of your week, one thing you’d change, and what you miss doing. Ask one at a time, follow the thread, and treat every answer as information, not a threat.

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What are the signs a good employee is about to quit?

The most reliable signs are changes from that person’s own normal: a strong contributor who stops pushing back, withdrawal from work they used to care about, the unrequested extras going quiet, and a new sharpness about fairness or credit. None of these proves anything. Treat a sign as a prompt for a warm conversation, never as evidence.

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From Clear Decisions in a Fast World

What should a decision log include?

A decision log should include the date, the decision in one sentence, the options you considered and rejected, what you expect to happen stated specifically enough to be wrong, your reasoning and key assumption, your confidence, and a revisit date. At the revisit, record what happened, whether the call was sound given what you knew, and one change.

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