The strategic thinking checklist (forces big picture)

I encourage my leaders to block one hour for strategic thinking to start the week.

But what are you actually supposed to do during that hour? 

Here’s the checklist I use with my coaching clients to start big-picture thinking immediately.

Align time with top priorities: 

  • What are my top 3 priorities this week tied to company goals?

  • Does my calendar reflect these priorities?

  • What meetings or tasks can I skip or shorten? 

  • Where do I need deep work instead of more meetings?

  • What are the most important decisions I need to make this week?

  • Which conversations require strategic prep?

Scale through people and systems: 

  • What am I doing about the top and bottom performers on my team?

  •  What should I be delegating or empowering others to own?

  • Where can I create 10X moves (systems, hires, decisions) vs. small optimizations?

  • Am I spending enough time on the business (systems, people), not just in it?

  • Have I connected with peers or mentors outside the company for perspective?

Think at the company and industry level:

  • What is the exec team or board focused on strategically right now?

  • How am I moving the company-level metrics that matter most?

  • If I were a competitor, how would I beat us?

  • Am I making choices that matter 6–12 months out, not just this week?

  • What external or industry trends shape my work?

  • What am I doing to double the valuation of the company? 

View the full strategic thinking checklist as a Google Document

Next: The decision making checklist (cures indecision)