Delivery, leadership and scaling / Lesson D06

Getting honest feedback when you are the boss

To get honest feedback as the boss, ask specific questions that invite disagreement, such as which assumption would make the plan fail, and respond well to the first difficult answer. Then show what changed because someone spoke up. Everybody agreeing in the meeting may only mean people know you're the boss.

By the end, you should be able to

  • Ask for evidence rather than reassurance
  • Respond constructively to disagreement
  • Close the loop so feedback changes decisions

Agreement may have several meanings

A team member may agree because the plan makes sense. They may also be uncertain, lack the information to challenge it or believe disagreement is unwelcome. Do not treat a quiet meeting as evidence that every risk has been considered.

Psychological safety research examines whether people believe they can take interpersonal risks such as speaking up. It is not the same as removing standards or avoiding difficult conversations. The practical challenge is making it possible to raise a problem before it becomes a failure.

Ask a question that can produce useful disagreement

"Any concerns?" often comes after the leader has explained their preferred answer. Try a more specific question: "Which assumption would make this plan fail?" or "What will become harder for the customer if we do this?" Ask the people closest to the relevant work.

Give time to think and, where appropriate, collect views before stating your own. Do not require people to challenge a senior colleague spontaneously in a large meeting as the only route for feedback.

Worked example (illustrative): an unrealistic launch date

An owner announces a launch date and asks whether everyone is excited. The team agrees. Later, delivery staff reveal that testing time was not included and an essential input is missing.

A better review asks each function to identify its readiness evidence, unresolved dependency and earliest warning of delay. The leader responds by adjusting scope and sequencing rather than blaming the first person who raised a concern.

This does not guarantee complete candour. It changes the meeting from a performance of agreement into a check of the work.

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