Want Your Leaders To Delegate More Effectively? Then Ask Better Questions.

Stacey Ashley Blog

Want Your Leaders To Delegate More Effectively? Then Ask Better Questions.

This week I was contacted by one of my current clients, the head of HR, and she told me about a potential coaching opportunity. They have a very senior manager who they want to get ready for promotion into the executive team.

This person has a great track record of delivering. He really embodies the values of the organisation and has been a reliable long-term employee.

There is just one small issue that needs to be dealt with. That issue is that he does not delegate.

He doesn’t utilise his team, and as a consequence he spends long hours at work. Ridiculously long hours at work, working well into the night. He does not appear to trust his team.

This is what they would like me to focus on with him.

Now I hear this kind of story quite a lot. Maybe not to quite the same extremes, but delegation seems to be an obstacle for some leaders.

Often, it’s not about the simple tasks required to delegate a piece of work. That part is pretty straightforward.

I think it is bigger than that.


If you want to do a few small things right, do them yourself. If you want to do great things and make a big impact, learn to delegate.’

John C. Maxwell


I believe we have to be asking the right questions to get to the bottom of this kind of situation.

In this case, my first question was, ‘what is stopping him from delegating?’

When I asked this, there was silence on the end of the phone. There wasn’t an answer.

Nobody, not his boss, not the HR advisor, not the head of People and Culture knows what is getting in the way of him delegating to his team. This question has never been posed to him.

Why won’t someone delegate?

There are many reasons why somebody does not delegate effectively.

It might be because holding onto the work creates a sense of control. It could be because if they delegate the tasks that they have, then they don’t know what else they need to be doing in their leadership role, and they might feel like they don’t have purpose or value.

For many people, it is their expertise that has supported their career progression. And so part of their identity is tied up with that expertise. So if they are no longer the expert and they begin to delegate, then that might be a challenge to their identity.

Alternatively, it may be that the individual doesn’t have a sufficient level of trust in their own team, that they will complete the delegated tasks to the right standard. It may be that the leader does not know how to pass on their own knowledge. To know how to help their people learn the things they need to know to then complete the work to the required standard.

Maybe the leader doesn’t know how to mentor. Maybe they don’t know how to coach. Not all leaders know how to do these things. Yet you can learn, given the opportunity and support.

There are lots of reasons why a leader may not be delegating.

Are you a leader who doesn’t effectively delegate or doesn’t sufficiently delegate?

Non Delegation vs Delegation

Then it’s only a matter of time until you become the bottleneck for your team and its ability to deliver. Believe me, I know. I’ve been there too. And it was not pretty. It was hard and exhausting and constant.

A leader who isn’t delegating is like the conductor of an orchestra who won’t let anyone play their own instruments. If you’re the conductor of an orchestra and you’re trying to play everybody’s instrument for them, it’s not going to create beautiful music. You are not an expert in every instrument and you certainly can’t play them all at the same time, as well as conducting the whole symphony. You become the obstacle to achieving what could be a great outcome.

And it’s exactly the same for leaders.

If you aren’t delegating effectively, you limit the capacity of the team. You limit the knowledge of the team. You limit your own growth. You’re too busy doing all the work to actually learn and grow new skills, which means then you’re not offering new growth and skills to your team. You’re holding everybody back from their potential and limiting what the team can achieve together.

There are a lot of knock-on effects. It’s not a great place to be operating, to be a leader who isn’t delegating.

This isn’t leadership, it’s holding on tight.


Delegate and let go.’

Richard Branson


If this is you, here is the question you need to ask yourself right now:

‘What do you need in order to be able to delegate this activity?’

What do you need? And there are many possible answers.

👉 It could be, you need to know that the team member is capable.
👉 You need to know that you will get regular updates from the team member about the progress.
👉 You might need to know that any exceptions or errors will be brought to your attention.
👉 You might need to be part of the first activity so you can see for yourself that it really is under control without you involved.
👉 And more….

Once you have the answer to the question, ‘what do you need in order to be able to delegate?,’ then you can coach yourself through getting what you need.

This creates a way forward to improving your position on delegation.

Remember if you’re not delegating, you’re limiting everybody. Everybody’s opportunity, everybody’s growth. The team’s ability to deliver and your opportunity as a leader to develop yourself. And of course, you’re limiting your career if you’re relying only on your expertise rather than your leadership.

So take the plunge. What is one thing you can, and choose to, delegate this week?

I’d love to know your thoughts.

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