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Stop ‘Teaching’ Your Boss: 5 Rules to Master Workplace Reporting

Daniel Kim Views  

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Cho
Cho Kyung-ik, Legislative Affairs Officer, Seoul Metropolitan Council. Provided by Seoul Metropolitan Council

Effective communicators are valued everywhere. At work, employees who handle reporting—a vertical form of communication—well earn praise and their supervisors’ trust. How do you deliver a report that draws compliments? Shift from the reporter’s perspective to the supervisor’s. Drawing on my experience, I offer the \”2 Dos, 3 Don’ts\” rule for effective reporting.

\”2 Dos, 3 Don’ts\” means do two things and avoid three. The two essentials: lead with the main point (a deductive approach) and state your own recommendation. The three don’ts: don’t interrupt your boss, don’t talk more than your boss, and don’t try to teach your boss.

First Do: Lead with the conclusion. When you brief a supervisor, state the core point or conclusion first—just as you would in a written brief. The higher the rank—mayor or district chief—the more important this is. Managers who receive many daily briefings want efficiency. From a busy supervisor’s perspective, put the key information up front.

When a direct report begins with the conclusion, the supervisor is likely to ask why. That’s the moment to explain the reasons logically, broken into a few clear points. If the supervisor already understands the context and shares the same core view, the exchange can end quickly.

Second Do: State your recommendation clearly. Sometimes subordinates ask, \”Manager, what should I do?\”—a request for help. That can be understandable, but it can also be frustrating. Some supervisors read it as a passive stance—willing only to follow orders—or as shifting responsibility upward.

Even without full confidence, it’s better to say, \”I recommend doing X for these reasons.\” A supervisor can’t know everything; after hearing your explanation, they can make a reasoned decision.

First Don’t: Don’t cut off your supervisor. Listening is the foundation of communication. Even if you think the supervisor’s facts are off, resist interrupting and listen to the end. It’s jarring when a subordinate blurts out, \”Boss, that’s not it…\” while the supervisor is explaining. Repeated interruptions can provoke anger.

Second Don’t: Don’t talk more than your supervisor. Being labeled \”talkative\” rarely helps at work. The same applies to briefings: present only what’s necessary and organized. If you volunteer needless detail the supervisor didn’t ask for, you’ll confuse them and dilute the report’s focus. If a longer explanation is required, ask, \”May I add one more point?\” before continuing.

Third Don’t: Don’t brief as if you’re teaching your boss. This mistake often stems from assuming the supervisor knows less. In practice, the three don’ts can occur together: a supervisor doesn’t grasp the report, a subordinate interrupts, then talks more to press the point—ending up in a teach-the-boss posture. Avoid that; it risks challenging the supervisor’s authority.

There is no single correct way to report. Supervisors prefer different styles, so adapt your briefing to theirs. Still, following the 2 Dos and 3 Don’ts will help you become a stronger communicator. When you and your supervisor communicate well, difficult briefings become easier. Cultivate good reporting habits.

Cho Kyung-ik, Legislative Affairs Officer, Seoul Metropolitan Council chokyungik@naver.com

Daniel Kim
content@tenbizt.com

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