12 Questions To Get Your Team Thinking More Strategically

by  Karin Hurt  |  Leadership Development
12 Questions To Get Your Team Thinking More Strategically

He’s just not strategic. I hear that all the time in succession planning and other career discussions. As if strategic were a fixed state – like handedness.

Sure, there are many managers that need to think and act more strategically. I also know being strategic is a teachable competency.

If you’re looking to help someone be more strategic, first be sure you’re exposing them to the big picture. It’s impossible to connect dots you cannot see.

The next easiest move is to teach them the art of asking great questions. Model it first. Be the asker. Then a great next move is to just say: “what questions do you think I’m going to ask next?”

If you been an effective question-asking sherpa, they’ll begin to ask and answer their own questions. Voila, they’re more strategic.

12 Strategic Questions

Not sure where to start? Here are a few to get you started:

  • Why have your results improved so substantially?
  • What was different in August (or whenever you saw a change in pattern)?
  • How do you know?
  • How does this compare to your competition?
  • What’s changed since implementing this program?
  • How do you know it’s working?
  • What are the employees saying about the change, how do you know?
  • How do you know this is sustainable?
  • What would a pilot teach us?
  • What do you want to do next?
  • Why are you interested in this job?
  • What are you looking for in this mentoring relationship?

What would you add to the list? See also like Powerful Presentations: Teaching Your Team to Talk Strategy. If you’re looking for more ways to help your team grow, download my free e-book Talking Teams.

Your Turn: What are your favorite ways to help someone become more strategic?

About The Author

Articles By karin-hurt
Karin Hurt is a leadership speaker, consultant and MBA professor. She’s a former Verizon Wireless executive with 2 decades of diverse cross-functional experience in sales, customer service and HR. She was recently recognized on Inc.’s list of 100 Great Speakers for your next conference, AMA’s 50 Leaders to Watch in 2015, and Trust Across America’s 100 Thought Leaders in Trusted Business Behavior.  »  View Profile

What People Are Saying

Mike Lambert  |  02 Feb 2015  |  Reply


This is a very nicely written article. All great questions worthy of asking.

Thank you

Karin Hurt  |  03 Feb 2015  |  Reply

Thanks so much, Mike.

Join The Conversation