8 Questions to Assist Your Team

I helped a startup CEO put together a job description for himself recently. Here were a few of the bullet points:

  • Define and defend the culture

  • Identify and implement crucial decisions

  • Assist and amplify the efforts of the team

Let's focus on that third one for a moment. How do you actually help someone facing a work challenge? CEO or not, it's the work of leaders to make those around us stronger.

There are at least two major strategies:

  1. Allow the tyranny of the urgent to cause you to do the task for them

  2. Help them expand their capacity and deliver results

One of the best means to assisting someone expand their capacity is to guide their thinking through a series of questions. Try some of these* next time you face a similar challenge:

  1. What's the challenge you're facing?

  2. What have you tried already?

  3. If you could try anything to solve this, what would you try?

  4. And what else?

  5. Which of these options interest you the most?

  6. What are some potential obstacles?

  7. What's one step you could to begin acting on this right away?

  8. Is there any resources you need to get this done?

h/t Warren Berger's The Book of Beautiful Questions for some of the specific questions in this list.


Recent Posts

See All

What Game Are You Playing?

I sat down this week and wrote out 10 investing principles that guide my financial investments. Principle 3: Fear of missing out means you’re envious of someone else’s game. Play your own game and wis

Two Ways to Get More out of Your Team

Being able to get the most out of your team is a helpful skill as a leader. And one way to get the most out of your team is to identify the behaviors you want more of, and ask for more of them. You ca

Making the Most of a Bad Situation

My neighbor drives a red Audi hatchback with a bumper sticker that reads: Existence is pain. I chuckle every time I drive past it. I don't share such a nihilistic perspective, but it's worth rememberi