Delegation fails when the date has no owner
J.S. · October 2026
Most CEOs have tried to delegate. They handed off a project, watched it stall, and took it back. Then they decided the team was not ready. Sometimes the team was not ready. More often the handoff had no owner, no date, and no conversation when the date slipped.
Holding a team accountable is a skill. It is not a mood and it is not a speech about ownership. It sounds like a clear ask, a date, and a direct conversation when the work is late. Leaders who never learned that skill will keep doing the work themselves, then resent the people they did not trust with it.
Two jobs in the same week
Part of a Chief of Staff's week is doing the work that should not wait. The other part is coaching the CEO to make the ask, keep the date, and let a miss be visible. If the CEO takes the work back in private, the team learns the lesson they already knew. Waiting is safer.
Once a leader can hold their own team to a commitment, they can ask the same of the people under them. That is how the habit moves. It does not move because someone added a line to a values poster. It moves because a manager felt what it is like to be held to a date, and then held someone else to one.
Performers need the same thing
The people doing the work are not looking for another initiative. They are looking for a manager who will say what good looks like and then notice whether it happened. A CEO who learns that with the leadership team gives those leaders something they can use on Tuesday with their own performers. That is the point of the seat. Cover the gap, and teach the person who should not need the gap covered next year.
If this is close to a question your leadership team is already asking, schedule a conversation.
