What to Ask Your Boss (9 Questions They Want to Hear)

9 Jul 2025 · 9 min
8:48

In this solo coaching video, Natalie Fisher explains why employees often feel frustrated with their bosses due to unclear expectations and offers a concrete, research‑backed framework of nine questions that can transform the employee‑boss relationship. She begins by citing Harvard Business School research that shows asking the right questions improves communication, then illustrates the problem with a client story about a manager who seemed erratic and unpredictable. Fisher groups the nine questions into three strategic categories: (1) Understanding the boss’s current pressures, (2) Clarifying performance metrics, and (3) Aligning the employee’s focus with the boss’s priorities. For each category she provides two specific sample questions, explains why each question matters, and gives tips on how to use them in one‑on‑one meetings. She emphasizes the importance of concrete examples, tracking answers, and revisiting the questions when priorities shift. The client case study shows how consistently using these questions turned the employee from a confused, second‑guessing worker into a trusted strategic partner. Fisher wraps up by encouraging viewers to subscribe, explore her “How to Talk to Your Boss” series, and access additional resources for different boss types.

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