Six Questions to Jump-start Strategic Planning

If you’re like most organizations you’re probably starting the strategic planning process.

Too often, open-forum discussion with stakeholders and planning teams are simply a wash, spin, and repeat cycle from the previous year. Each year the same questions are asked.

Don’t do it.
During the design of your organization’s strategic direction what questions will you ask? What do you hope to learn differently?

Here are six questions to ask, which you might have not considered.

  • Why do we exist?
  • How will we behave?
  • Where are we going?
  • How will we succeed?
  • What is most important right “now”?
  • What isn’t important?

Without asking the right questions from the get-go, your organization can kiss that action-based strategic plan goodbye. You’ll simply go through the motions of strategic planning, creating a plan which will just collect dust on a shelf.

Think you already know the answers? Don’t be so sure. Thoughtful questions and debate are part of the fundamental foundation for defining a strategic direction that is both comprehensive and actionable.

Creating alignment around how your organization answers these questions is one of the first inputs driving the strategic planning process. It helps drive engagement, focus and prioritization for the strategic planning process. You’ll likely be surprised by what you learn.

StrategyCheck: Are you driving engagement by asking the right questions?



What is 14 + 11 ?
Please leave these two fields as-is:
All fields are required.

Free Guides & Resources

OKRs that work
Setting OKRs that Work

A FREE downloadable guide and canvas to build Objectives and Key Results.

SWOT Assessment Guide

A FREE downloadable guide and canvas to complete a SWOT analysis, synthesize it into Competitive Advantages, and then use your SWOT to create SMART goals.

Guide to Create KPIs with 100 Example Metrics

A FREE downloadable guide to learn the basics of Key Performance Indicators with 100 example metric sources for ever department of your organization.

Free Guide for Writing Better SMART Goals

Download the FREE guide to learn how to create goals that have impact in your organization.

Growth Strategy
Free Guide to Build a Growth Strategy

A FREE downloadable guide and canvas to create a growth strategy that clearly defines where you play and how you’ll win.

Goals and OKR Cycle
Goals/OKR Cycle Guide

A FREE downloadable guide and canvas to establish a quarterly rhythm for OKRs and Goals.

OKR Essentials
OKR Essentials Cheat Sheet

Download the free cheat sheet to guide you through building and refreshing OKRs.

Join 50,000 Other Leaders Engaged in Transforming Their Organizations

Subscrbe to get the latest agile strategy best practices, free guides, case studies, and videos in your inbox every other week.

We Believe in Empowering Teams to do Amazing
Work, Consistently and Passionately

Success isn’t a list of flashy logos. It’s about helping anyone who wants to lead a great organization.
If that’s you, join our list of clients – you’re in good company:

Armen EZR Multnomah RHA SEO Monitor
Chobani Cisco Armen KIA Patagonia
Concordia College Davenport Fairbanks St. John's Washoe County School District
Boys and Girls Club BSA Cancer Society Maryland Food Bank Make A Wish
CMPD Long Beach San Francisco City of Sparks Washoe County