Communicating upwards: why won’t my message land?
If you’ve ever walked out of a senior meeting thinking “Well… that went nowhere”, you’re not alone. This is the frustration that sits underneath many executive and board conversations.
On paper, these meetings should be decisive. The people in the room are experienced, intelligent and trusted to steer the organisation. Yet in practice, the opposite often happens. Meetings run long. Decisions drift. Conversations get bogged down in updates rather than outcomes.
What should be a focused, decision-shaping discussion quietly turns into a reporting session.
You can almost feel the energy leak out of the room.
Senior teams are rarely short of information. If anything, they’re overwhelmed by it. What they’re short of is clarity. They want to know: What’s the issue? Why does it matter? What do you need from us?
When those questions aren’t answered early and explicitly, meetings stall. Slides multiply. Explanations lengthen. And this is the crucial point. Conversations don’t unravel because the person presenting lacks ability. They unravel because the conversation hasn’t been framed for decision-making.
This is often the moment when confidence wobbles. Someone gets challenged, becomes defensive or retreats into detail. The room loses focus. Clarity disappears.
When information is moved around the room but thinking doesn’t move forward, the cost is real.
Slow decisions sap momentum. Unclear decisions increase risk. Repeated conversations waste time and quietly erode trust. Over time, senior teams lose confidence not in the data but in the communication.
The good news is this doesn’t require you to become slicker, louder or more polished. It requires you to communicate differently.
And that starts with understanding what senior conversations are actually for.















