Important questions at this stage will include:

1. What’s our proposed solution, in a single sentence?

1. What are the key components of our hack?

1. What hypotheses do we need to test?

1. Who will participate in the experiment?

1. What data will we collect?

1. How do we ensure we get meaningful results?

1. How much time will we need to run the experiment and what resources will be required?

Here are some of my favorite questions to get the conversation moving:

• Identify: These questions focus on what really matters for your report and what topics are worth spending more time on.

What’s top of mind for you right now?

What priorities are you thinking about this week?

What’s the best use of our time today?

• Understand: Once you’ve identified a topic to discuss, these next questions get at the root of the problem and what can be done about it.

What does your ideal outcome look like?

What’s hard for you in getting to that outcome?

What do you really care about?

What do you think is the best course of action?

What’s the worst-case scenario you’re worried about?

• Support: These questions zero in on how you can be of greatest service to your report.

How can I help you?

What can I do to make you more successful?

What was the most useful part of our conversation today?

If you’re not sure what your ideal environment looks like, ask yourself the following:

• Which six-month period of my life did I feel the most energetic and productive? What gave me that energy?

• In the past month, what moments stand out as highlights? What conditions enabled those moments to happen, and are they re-creatable?

• In the past week, when was I in a state of deep focus? How did I get there?

During our research, we asked leaders which actions they rated are the most important for getting off to the right start. Topping the list were five items:

1. Absorb information.

2. Define the company’s challenges.

3. Establish credibility and win employees’ trust.

4. Access the senior management team.

5. Prepare yourself emotionally.

• What is the essence of what the company stands for?

• How is it really different from its competitors?

• What do the people who are most successful share in common?

• What are the common traits among those who have failed?

• Who are the five most respected people in the organization and why?

• What are the characteristics of the organization’s failures or missed opportunities?